Name: 14414-32-5|4,4'-(Hydrazine-1,2-diylidenebis(methanylylidene))bis(2,6-dimethoxyphenol)|99%
Brand: Ambeed
SKU: A590501
Rating: 92 (25 reviews)

1
[ 134-96-3 ]
[ 14414-32-5 ]

Yield	Reaction Conditions	Operation in experiment
97%	With carbazic acid at 60℃; for 3h; Neat (no solvent);
	With hydrazine

Reference： [1]Lee, Byeongno; Hyung Lee, Kyu; Cho, Jaeheung; Nam, Wonwoo; Hur, Nam Hwi [Organic Letters, 2011, vol. 13, # 24, p. 6386 - 6389]
[2]Saint-Ruf,G.; Buu-Hoi,N.P. [Bulletin de la Societe Chimique de France, 1970, p. 525 - 527]

2
[ 14414-32-5 ]
tetramethoxy azobismethylene quinone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With complex human hemoglobin A with calixarene tButyl[6]CH₂COOH; dihydrogen peroxide In chloroform aq. phosphate buffer; Enzymatic reaction;
	With Didymocrea sp. laccase; oxygen In aq. buffer at 25℃; Enzymatic reaction;	Kinetic analysis of non-enzymatic and laccase-catalyzed oxidation reactions Rapid scan measurements were performed with a stopped flow spectrometer Otsuka Electronics RA-401 (Japan). Syringaldazine oxidation product, tetramethoxy azobismethylene quinone (TMAMQ), was prepared right prior the measurements by adding 20μl rCiP (0.34μM) and 20μl of hydrogen peroxide (8.6mM) to 2ml (15μM) of the compound in the buffer solution at pH 8.0. The reaction was terminated after 2min by adding 20μl of AnC (1.6μM). The final concentration of catalase was 15nM. The absorbance kinetics of TMAMQ was monitored at 530nm. The constant of NAD(P)H and TMAMQ interaction (kcr) was determined by fitting the kinetic data to the integral equation of bimolecular reaction rate dependence on reactants concentrations. (0016) Laccase-catalyzed oxidation of syringaldazine, NADH and NADPH was performed in either 50mM acetate buffer solution, pH 5.5 (when TaL was applied) or 50mM phosphate-citrate buffer solution, pH 8.0 (for DsL). (0017) The spectrophotometric assays were carried out at 25°C using a computerized “Nicolet evolution 300” spectrophotometer. The concentration of the compounds was calculated by using the extinction coefficients of 65mM-1cm-1 at 530nm for TMAMQ and 6.22mM-1cm-1 at 340nm for NADH and NADPH [23,24]. (0018) Oxidation of NADH was monitored using a Hitachi MFP-4 spectrophotofluorometer. Fluorescence intensity was measured at excitation λ=355nm and emission λ=465at 25°C. The fluorescence intensity was calibrated using standard NADH solutions at the same pH. (0019) The kinetics of oxygen consumption was measured using a Clark-type oxygen electrode in a 1.1ml cell at room temperature. The concentration of dioxygen in air-saturated buffer solution was assumed to be 0.25mM [25]. (0020) The kinetic curves of TMAMQ concentration increase were differentiated and the product formation rate was assessed every 1s. The maximal rate of product formation was taken for the calculation of apparent parameters. The rate of NAD(P)H oxidation was calculated as a slope of the kinetic curves of NAD(P)H concentration change. The oxygen consumption rate was calculated as a slope of the kinetic curves of the oxygen concentration change during initial 60-120s. The oxygen consumption rate was multiplied by 2 to calculate the NADH oxidation rate. (0021) The dependences of the reaction rate on the concentration of syringaldazine were analyzed by applying the Michaelis-Menten equation and the apparent parameters Vmax and Km were calculated. The catalytic constant kcat was calculated as Vmax/[E] where [E] is the total enzyme concentration. The kred is a bimolecular rate constant that defines the reactivity of laccase and syringaldazine. The kred* was calculated by measuring the rate of syringaldazine-mediated NAD(P)H oxidation. The values of kred (the dependence of the rate of oxidation of syringaldazine on its concentration) or kred* (the dependence of the rate of mediated oxidation of NADH on syringaldazine concentration) were a ratio of kcat to Km. When the dependence of the rate on syringaldazine concentration was linear, kred and kred* were determined from the slope divided by enzyme (laccase) concentration. To calculate kNAD(P)H the rate of unmediated NAD(P)H oxidation reaction was divided by laccase and cofactor concentrations.

Reference： [1]Location in patent: experimental part Semedo, Magda C.; Karmali, Amin; Barata, Patricia D.; Prata, Jose V. [Journal of Molecular Catalysis B: Enzymatic, 2010, vol. 62, # 1, p. 96 - 103]
[2]Tetianec; Chaleckaja; Vidziunaite; Kulys; Bachmatova; Marcinkeviciene; Meskys [Journal of Molecular Catalysis B: Enzymatic, 2014, vol. 101, p. 28 - 34]

3
[ 14414-32-5 ]
2,6-dimethoxy-4-(2-(pyridin-4-yl)ethyl)phenol [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 7 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux 5: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere 6: palladium 10% on activated carbon; hydrogen / methanol / 3040.2 Torr 7: sodium methylate; water / 0.5 h / 20 °C

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

4
[ 14414-32-5 ]
2'-fluoro-4-hydroxy-3,5-dimethoxybibenzyl [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 7 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux 5: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere 6: palladium 10% on activated carbon; hydrogen / methanol / 3040.2 Torr 7: sodium methylate; water / 0.5 h / 20 °C

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

5
[ 14414-32-5 ]
3'-fluoro-4-hydroxy-3,5-dimethoxybibenzyl [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 7 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux 5: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere 6: palladium 10% on activated carbon; hydrogen / methanol / 3040.2 Torr 7: sodium methylate; water / 0.5 h / 20 °C

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

6
[ 14414-32-5 ]
2',4'-dichloro-4-hydroxy-3,5-dimethoxybibenzyl [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 7 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux 5: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere 6: palladium 10% on activated carbon; hydrogen / methanol / 3040.2 Torr 7: sodium methylate; water / 0.5 h / 20 °C

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

7
[ 14414-32-5 ]
2',3'-dichloro-4-hydroxy-3,5-dimethoxybibenzyl [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 7 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux 5: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere 6: palladium 10% on activated carbon; hydrogen / methanol / 3040.2 Torr 7: sodium methylate; water / 0.5 h / 20 °C

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

8
[ 14414-32-5 ]
2,6-dimethoxy-4-(2-methoxyphenethyl)phenol [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 7 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux 5: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere 6: palladium 10% on activated carbon; hydrogen / methanol / 3040.2 Torr 7: sodium methylate; water / 0.5 h / 20 °C

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

9
[ 14414-32-5 ]
C₁₈H₁₈O₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux 5: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

10
[ 14414-32-5 ]
C₁₉H₂₀O₆ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux 5: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

11
[ 14414-32-5 ]
C₁₈H₂₀O₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 6 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux 5: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere 6: palladium 10% on activated carbon; hydrogen / methanol / 3040.2 Torr

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

12
[ 14414-32-5 ]
C₁₉H₂₂O₆ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 6 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux 5: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere 6: palladium 10% on activated carbon; hydrogen / methanol / 3040.2 Torr

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

13
[ 14414-32-5 ]
3',4'-dichloro-4-acetoxy-3,5-dimethoxystilbene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux 5: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

14
[ 14414-32-5 ]
C₁₈H₁₈Cl₂O₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 6 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux 5: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere 6: palladium 10% on activated carbon; hydrogen / methanol / 3040.2 Torr

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

15
[ 14414-32-5 ]
4'-nitro-4-acetoxy-3,5-dimethoxystilbene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux 5: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

16
[ 14414-32-5 ]
C₁₈H₁₉NO₆ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 6 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux 5: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere 6: palladium 10% on activated carbon; hydrogen / methanol / 3040.2 Torr

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

17
[ 14414-32-5 ]
4'-chloro-4-acetoxy-3,5-dimethoxystilbene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux 5: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

18
[ 14414-32-5 ]
C₁₈H₁₉ClO₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 6 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux 5: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere 6: palladium 10% on activated carbon; hydrogen / methanol / 3040.2 Torr

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

19
[ 14414-32-5 ]
2'-chloro-4-acetoxy-3,5-dimethoxystilbene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux 5: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

20
[ 14414-32-5 ]
C₁₈H₁₉ClO₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 6 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux 5: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere 6: palladium 10% on activated carbon; hydrogen / methanol / 3040.2 Torr

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

21
[ 14414-32-5 ]
4'-bromo-4-acetoxy-3,5-dimethoxystilbene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux 5: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

22
[ 14414-32-5 ]
C₁₈H₁₉BrO₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 6 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux 5: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere 6: palladium 10% on activated carbon; hydrogen / methanol / 3040.2 Torr

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

23
[ 14414-32-5 ]
4'-fluoro-4-acetoxy-3,5-dimethoxystilbene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux 5: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

24
[ 14414-32-5 ]
C₁₈H₁₉FO₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 6 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux 5: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere 6: palladium 10% on activated carbon; hydrogen / methanol / 3040.2 Torr

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

25
[ 14414-32-5 ]
C₁₇H₁₇NO₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux 5: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

26
[ 14414-32-5 ]
C₁₇H₁₉NO₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 6 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux 5: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere 6: palladium 10% on activated carbon; hydrogen / methanol / 3040.2 Torr

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

27
[ 14414-32-5 ]
C₁₇H₁₇NO₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux 5: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

28
[ 14414-32-5 ]
C₁₇H₁₉NO₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 6 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux 5: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere 6: palladium 10% on activated carbon; hydrogen / methanol / 3040.2 Torr

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

29
[ 14414-32-5 ]
2'-fluoro-4-acetoxy-3,5-dimethoxystilbene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux 5: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

30
[ 14414-32-5 ]
C₁₈H₁₉FO₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 6 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux 5: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere 6: palladium 10% on activated carbon; hydrogen / methanol / 3040.2 Torr

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

31
[ 14414-32-5 ]
3'-fluoro-4-acetoxy-3,5-dimethoxystilbene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux 5: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

32
[ 14414-32-5 ]
C₁₈H₁₉FO₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 6 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux 5: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere 6: palladium 10% on activated carbon; hydrogen / methanol / 3040.2 Torr

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

33
[ 14414-32-5 ]
2',4'-dichloro-4-acetoxy-3,5-dimethoxystilbene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux 5: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

34
[ 14414-32-5 ]
C₁₈H₁₈Cl₂O₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 6 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux 5: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere 6: palladium 10% on activated carbon; hydrogen / methanol / 3040.2 Torr

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

35
[ 14414-32-5 ]
2',3'-dichloro-4-acetoxy-3,5-dimethoxystilbene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux 5: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

36
[ 14414-32-5 ]
C₁₈H₁₈Cl₂O₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 6 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux 5: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere 6: palladium 10% on activated carbon; hydrogen / methanol / 3040.2 Torr

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

37
[ 14414-32-5 ]
C₁₉H₂₀O₅ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux 5: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

38
[ 14414-32-5 ]
C₁₉H₂₂O₅ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 6 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux 5: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere 6: palladium 10% on activated carbon; hydrogen / methanol / 3040.2 Torr

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

39
[ 14414-32-5 ]
[ 150614-67-8 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

40
[ 14414-32-5 ]
4-(chloromethyl)-2,6-dimethoxyphenyl acetate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

41
[ 14414-32-5 ]
(3,5-dimethoxy-4-acetoxybenzyl chloride)triphenylphosphonium chloride [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

42
[ 14414-32-5 ]
moscatilin [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 7 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux 5: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere 6: palladium 10% on activated carbon; hydrogen / methanol / 3040.2 Torr 7: sodium methylate; water / 0.5 h / 20 °C

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

43
[ 14414-32-5 ]
[ 133462-69-8 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 7 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux 5: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere 6: palladium 10% on activated carbon; hydrogen / methanol / 3040.2 Torr 7: sodium methylate; water / 0.5 h / 20 °C

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

44
[ 14414-32-5 ]
3',4'-dichloro-4-hydroxy-3,5-dimethoxybibenzyl [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 7 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux 5: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere 6: palladium 10% on activated carbon; hydrogen / methanol / 3040.2 Torr 7: sodium methylate; water / 0.5 h / 20 °C

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

45
[ 14414-32-5 ]
2,6-dimethoxy-4-(4-nitrophenethyl) phenol [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 7 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux 5: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere 6: palladium 10% on activated carbon; hydrogen / methanol / 3040.2 Torr 7: sodium methylate; water / 0.5 h / 20 °C

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

46
[ 14414-32-5 ]
4'-chloro-4-hydroxy-3,5-dimethoxybibenzyl [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 7 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux 5: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere 6: palladium 10% on activated carbon; hydrogen / methanol / 3040.2 Torr 7: sodium methylate; water / 0.5 h / 20 °C

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

47
[ 14414-32-5 ]
4-(2-chlorophenethyl)-2, 6-dimethoxyphenol [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 7 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux 5: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere 6: palladium 10% on activated carbon; hydrogen / methanol / 3040.2 Torr 7: sodium methylate; water / 0.5 h / 20 °C

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

48
[ 14414-32-5 ]
4-(4-bromophenethyl)-2, 6-dimethoxyphenol [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 7 steps 1: dmap / dichloromethane / 1 h / 20 °C 2: sodium tetrahydroborate / ethanol / 0.5 h / 20 °C 3: triethylamine; thionyl chloride / dichloromethane / 3 h / 20 °C 4: toluene / 6 h / Reflux 5: sodium hydride / tetrahydrofuran / 20 °C / Inert atmosphere 6: palladium 10% on activated carbon; hydrogen / methanol / 3040.2 Torr 7: sodium methylate; water / 0.5 h / 20 °C

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

49
[ 14414-32-5 ]
[ 108-24-7 ]
[ 53669-33-3 ]

Yield	Reaction Conditions	Operation in experiment
99.8%	With dmap In dichloromethane at 20℃; for 1h;	1.1 4-formyl-2,6-dimethoxyphenyl acetate (1a). General procedure: Syringaldazine(8.33 g, 0.046 mol) and catalyst DMAP were dissolved in DCM(10 mL), then acetic anhydride (4.75 mL, 0.051 mol) was slowlyadded. After the mixture was stirred at room temperature for 1 h, thesolution was washed with diluted water (10 mL×3). Organic layer wasdried over anhydrous Na2SO4 and concentrated to get white crystals10.19 g, 99.8% yield; mp 118-119 °C; IR vmax (KBr, cm-1): 3099, 2940,1759, 1691, 1603, 1499; 1H NMR (300 MHz, CDCl3) δ 9.93(1H, s,-CHO), 7.17(2H, s, H-3, H-5), 3.92(6H, s, 2×-OCH3), 2.38(3H, s,-COCH3); 13C NMR (75 MHz, CDCl3) δ 191.1, 168.1, 152.8, 134.3,115.0, 106.0, 56.3, 20.4; ESI-MS m/z: 225.1 [M+H]+ .

Reference： [1]Guan, Li; Zhou, Junting; Lin, Qinghua; Zhu, Huilin; Liu, Wenyuan; Liu, Baolin; Zhang, Yanbo; Zhang, Jie; Gao, Jing; Feng, Feng; Qu, Wei [Bioorganic and Medicinal Chemistry, 2019, vol. 27, # 12, p. 2657 - 2665]

50
N'-(4-hydroxy-3,5-dimethoxybenzylidene)-2-cyanoacetohydrazide [ No CAS ]
[ 14414-32-5 ]

Yield	Reaction Conditions	Operation in experiment
70%	With hydrazine hydrate In 1,4-dioxane for 5h; Reflux;

Reference： [1]Azab, Mohammad E.; Elsayed, Galal A.; Emara, Samir A.; Hemdan, Magdy M.; Kamel, Rabaa M.; Youssef, Ahmed S. A. [Journal of Heterocyclic Chemistry, 2020]

Type	HazMat fee for 500 gram (Estimated)
Excepted Quantity	USD 0.00
Limited Quantity	USD 15-60
Inaccessible (Haz class 6.1), Domestic	USD 80+
Inaccessible (Haz class 6.1), International	USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic	USD 100+
Accessible (Haz class 3, 4, 5 or 8), International	USD 200+

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
{[ item.p_purity ]}	{[ item.pr_size ]}	{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]}	{[ getRatePrice(item.pr_usd, 1,1) ]}	Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]}	{[ item.pr_usastock ]}	Inquiry -	{[ item.pr_chinastock ]}	Inquiry -

CAS No. :	14414-32-5	MDL No. :	MFCD00008363
Formula :	C₁₈H₂₀N₂O₆	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	-
M.W :	360.36	Pubchem ID :	-
Synonyms :

Num. heavy atoms :	26
Num. arom. heavy atoms :	12
Fraction Csp3 :	0.22
Num. rotatable bonds :	7
Num. H-bond acceptors :	8.0
Num. H-bond donors :	2.0
Molar Refractivity :	98.09
TPSA :	102.1 Å²

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	Yes
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.74 cm/s

[ CAS No. 14414-32-5 ] {[proInfo.proName]}

Quality Control of [ 14414-32-5 ]

Related Doc. of [ 14414-32-5 ]

Product Details of [ 14414-32-5 ]

Calculated chemistry of [ 14414-32-5 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 14414-32-5 ]

Application In Synthesis of [ 14414-32-5 ]

[ 14414-32-5 ] Synthesis Path-Downstream 1~50

Related Functional Groups of
[ 14414-32-5 ]

Aryls

Ethers

Hydrazines

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Log Po/w (iLOGP) :	3.34
Log Po/w (XLOGP3) :	2.47
Log Po/w (WLOGP) :	2.59
Log Po/w (MLOGP) :	0.7
Log Po/w (SILICOS-IT) :	3.48
Consensus Log Po/w :	2.52

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.55

Log S (ESOL) :	-3.51
Solubility :	0.111 mg/ml ; 0.000309 mol/l
Class :	Soluble
Log S (Ali) :	-4.26
Solubility :	0.0199 mg/ml ; 0.0000552 mol/l
Class :	Moderately soluble
Log S (SILICOS-IT) :	-4.42
Solubility :	0.0138 mg/ml ; 0.0000384 mol/l
Class :	Moderately soluble

PAINS :	1.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.8

Signal Word:	Danger	Class:	4.1
Precautionary Statements:	P210-P240-P241-P280-P370+P378	UN#:	1325
Hazard Statements:	H228	Packing Group:	Ⅲ
GHS Pictogram:

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

[ CAS No. 14414-32-5 ] {[proInfo.proName]}

Quality Control of [ 14414-32-5 ]

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Product Details of [ 14414-32-5 ]

Calculated chemistry of [ 14414-32-5 ]

Physicochemical Properties

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Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

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[ 14414-32-5 ] Synthesis Path-Downstream 1~50

Related Functional Groups of [ 14414-32-5 ]

Aryls

Ethers

Hydrazines

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[ 14414-32-5 ]