[ CAS No. 51234-09-4 ]

Name: 51234-09-4|3,4-Dimethoxy-2-methylbenzaldehyde|97%
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Quality Control of [ 51234-09-4 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 51234-09-4 ]

SDS Specification

Alternatived Products of [ 51234-09-4 ]

Product Details of [ 51234-09-4 ]

CAS No. :	51234-09-4	MDL No. :	MFCD03428551
Formula :	C₁₀H₁₂O₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	SDPDVKKZRJAMEK-UHFFFAOYSA-N
M.W :	180.20 g/mol	Pubchem ID :	11586390
Synonyms :

Calculated chemistry of [ 51234-09-4 ]

Physicochemical Properties

Num. heavy atoms :	13
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.3
Num. rotatable bonds :	3
Num. H-bond acceptors :	3.0
Num. H-bond donors :	0.0
Molar Refractivity :	49.78
TPSA :	35.53 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.2 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.02
Log Po/w (XLOGP3) :	1.69
Log Po/w (WLOGP) :	1.82
Log Po/w (MLOGP) :	1.13
Log Po/w (SILICOS-IT) :	2.47
Consensus Log Po/w :	1.83

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-2.17
Solubility :	1.23 mg/ml ; 0.00683 mol/l
Class :	Soluble
Log S (Ali) :	-2.05
Solubility :	1.6 mg/ml ; 0.00889 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-2.99
Solubility :	0.186 mg/ml ; 0.00103 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.44

Safety of [ 51234-09-4 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P310-P312-P330-P332+P313-P362-P403+P233-P405-P501	UN#:	N/A
Hazard Statements:	H302-H312-H332	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 51234-09-4 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 51234-09-4 ]

[ 51234-09-4 ] Synthesis Path-Downstream 1~59

1
[ 79-24-3 ]
[ 51234-09-4 ]
[ 139122-90-0 ]

Yield	Reaction Conditions	Operation in experiment
	With ammonium acetate; acetic acid

Reference： [1]Burger; Foggio [Journal of the American Chemical Society, 1956, vol. 78, p. 4419,4422]

2
[ 75-52-5 ]
[ 51234-09-4 ]
[ 80547-81-5 ]

Yield	Reaction Conditions	Operation in experiment
64%	With ammonium acetate In acetic acid for 2h; Heating;
	With ammonium acetate; acetic acid

Reference： [1]Borchardt, Ronald T.; Bhatia, Pramila [Journal of Medicinal Chemistry, 1982, vol. 25, # 3, p. 263 - 271]
[2]Burger; Foggio [Journal of the American Chemical Society, 1956, vol. 78, p. 4419,4422]

3
[ 5417-19-6 ]
[ 51234-09-4 ]

Yield	Reaction Conditions	Operation in experiment
	With chloroform; hexamethylenetetramine beim Erwaermen des Reaktionsprodukts mit wss. Essigsaeure;

Reference： [1]Burger; Foggio [Journal of the American Chemical Society, 1956, vol. 78, p. 4419,4422]

4
[ 51234-09-4 ]
[ 109962-81-4 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogen bromide

Reference： [1]Burger; Foggio [Journal of the American Chemical Society, 1956, vol. 78, p. 4419,4422]

5
[ 51234-09-4 ]
[ 5722-94-1 ]

Yield	Reaction Conditions	Operation in experiment
	With potassium permanganate In acetone

Reference： [1]Grethe,G. et al. [Journal of Organic Chemistry, 1968, vol. 33, # 2, p. 494 - 503]

6
[ 4885-02-3 ]
[ 4463-33-6 ]
[ 51234-09-4 ]

Yield	Reaction Conditions	Operation in experiment
95%	With tin(IV) chloride In dichloromethane a) 0 deg C, 1 h, b) 0 deg C, 1 h, c) to room temperature;
	With titanium tetrachloride In dichloromethane at 25℃; for 2h;

Reference： [1]Meier, Herbert; Kretzschmann, Holger; Kolshorn, Heinz [Journal of Organic Chemistry, 1992, vol. 57, # 25, p. 6847 - 6852]
[2]Sinhababu, Achintya K.; Ghosh, Anil K.; Borchardt, Ronald T. [Journal of Medicinal Chemistry, 1985, vol. 28, # 9, p. 1273 - 1279]

7
[ 51234-09-4 ]
[ 1100-88-5 ]
[ 144412-67-9 ]
[ 144412-66-8 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium ethanolate 1) ethanol, room temperature, 10 min, 2) ethanol, room temperature, 2 h; Yield given. Multistep reaction. Yields of byproduct given;

Reference： [1]Meier, Herbert; Kretzschmann, Holger; Kolshorn, Heinz [Journal of Organic Chemistry, 1992, vol. 57, # 25, p. 6847 - 6852]

8
[ 51234-09-4 ]
[ 88122-12-7 ]

Yield	Reaction Conditions	Operation in experiment
94%	With water; boron tribromide In dichloromethane
	With boron tribromide In dichloromethane 1.) -78 deg C, 30 min, 2.) 25 deg C, 2 h;

Reference： [1]Current Patent Assignee: COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK - WO2006/83417, 2006, A2 Location in patent: Example 5
[2]Sinhababu, Achintya K.; Ghosh, Anil K.; Borchardt, Ronald T. [Journal of Medicinal Chemistry, 1985, vol. 28, # 9, p. 1273 - 1279]

9
[ 80547-78-0 ]
[ 51234-09-4 ]

Yield	Reaction Conditions	Operation in experiment
88%	With pyridinium chlorochromate In dichloromethane for 1h; Ambient temperature;

Reference： [1]Borchardt, Ronald T.; Bhatia, Pramila [Journal of Medicinal Chemistry, 1982, vol. 25, # 3, p. 263 - 271]

10
[ 51234-09-4 ]
[ 80547-78-0 ]

Yield	Reaction Conditions	Operation in experiment
	With lithium aluminium tetrahydride In diethyl ether Ambient temperature;

Reference： [1]Buszek, Keith R.; Bixby, Dale L. [Tetrahedron Letters, 1995, vol. 36, # 50, p. 9129 - 9132]

11
[ 88122-12-7 ]
[ 77-78-1 ]
[ 51234-09-4 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydroxide In water at 100℃;

Reference： [1]Buszek, Keith R.; Bixby, Dale L. [Tetrahedron Letters, 1995, vol. 36, # 50, p. 9129 - 9132]

12
[1-(3,4-Dimethoxy-2-methyl-phenyl)-meth-(E)-ylidene]-(1-isopropyl-2-methyl-propyl)-amine [ No CAS ]
[ 51234-09-4 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride In tetrahydrofuran Heating; Yield given;

Reference： [1]Flippin, Lee A.; Berger, Jacob; Parnes, Jason S.; Gudiksen, Mark S. [Journal of Organic Chemistry, 1996, vol. 61, # 14, p. 4812 - 4815]

Yield	Reaction Conditions	Operation in experiment
	With potassium permanganate; acetone

14
[ 141-82-2 ]
[ 51234-09-4 ]
[ 184850-56-4 ]

Yield	Reaction Conditions	Operation in experiment
	With piperidine; pyridine at 100 - 140℃; for 2h;

Reference： [1]Gorka; Czuczai; Szoleczky; Hazai; Szantay Jr.; Hada; Szantay [Synthetic Communications, 2005, vol. 35, # 18, p. 2371 - 2378]

15
[ 51234-09-4 ]
ethyl 3-(2-bromomethyl-3,4-dimethoxyphenyl)-2-propenoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: pyridine; piperidine / 2 h / 100 - 140 °C 2: H₂SO₄ / 2 h / Heating 3: 6.22 g / N-bromosuccinimide; benzoyl peroxide / CCl₄ / 8 h / Heating

Reference： [1]Gorka; Czuczai; Szoleczky; Hazai; Szantay Jr.; Hada; Szantay [Synthetic Communications, 2005, vol. 35, # 18, p. 2371 - 2378]

16
[ 51234-09-4 ]
[ 868562-32-7 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 7 steps 1: pyridine; piperidine / 2 h / 100 - 140 °C 2: H₂SO₄ / 2 h / Heating 3: 6.22 g / N-bromosuccinimide; benzoyl peroxide / CCl₄ / 8 h / Heating 4: 90 percent / dimethylformamide / 1.5 h / 20 °C 5: 92.8 percent / HCl / 1 h / Heating 6: 94 percent / H₂ / Pd/C / ethanol; CH₂Cl₂ / 20 °C / ambient pressure 7: 55 percent / potassium tert-butoxide / benzene / 0.5 h / Heating

Reference： [1]Gorka; Czuczai; Szoleczky; Hazai; Szantay Jr.; Hada; Szantay [Synthetic Communications, 2005, vol. 35, # 18, p. 2371 - 2378]

17
[ 51234-09-4 ]
ethyl 3-(2-cyanomethyl-3,4-dimethoxyphenyl)-2-propenoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: pyridine; piperidine / 2 h / 100 - 140 °C 2: H₂SO₄ / 2 h / Heating 3: 6.22 g / N-bromosuccinimide; benzoyl peroxide / CCl₄ / 8 h / Heating 4: 90 percent / dimethylformamide / 1.5 h / 20 °C

Reference： [1]Gorka; Czuczai; Szoleczky; Hazai; Szantay Jr.; Hada; Szantay [Synthetic Communications, 2005, vol. 35, # 18, p. 2371 - 2378]

18
[ 51234-09-4 ]
ethyl 3-(3,4-dimethoxy-2-(ethoxycarbonylmethyl)phenyl)-2-propenoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1: pyridine; piperidine / 2 h / 100 - 140 °C 2: H₂SO₄ / 2 h / Heating 3: 6.22 g / N-bromosuccinimide; benzoyl peroxide / CCl₄ / 8 h / Heating 4: 90 percent / dimethylformamide / 1.5 h / 20 °C 5: 92.8 percent / HCl / 1 h / Heating

Reference： [1]Gorka; Czuczai; Szoleczky; Hazai; Szantay Jr.; Hada; Szantay [Synthetic Communications, 2005, vol. 35, # 18, p. 2371 - 2378]

19
[ 51234-09-4 ]
[ 868562-31-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 6 steps 1: pyridine; piperidine / 2 h / 100 - 140 °C 2: H₂SO₄ / 2 h / Heating 3: 6.22 g / N-bromosuccinimide; benzoyl peroxide / CCl₄ / 8 h / Heating 4: 90 percent / dimethylformamide / 1.5 h / 20 °C 5: 92.8 percent / HCl / 1 h / Heating 6: 94 percent / H₂ / Pd/C / ethanol; CH₂Cl₂ / 20 °C / ambient pressure

Reference： [1]Gorka; Czuczai; Szoleczky; Hazai; Szantay Jr.; Hada; Szantay [Synthetic Communications, 2005, vol. 35, # 18, p. 2371 - 2378]

20
[ 51234-09-4 ]
[ 90266-15-2 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 8 steps 1: pyridine; piperidine / 2 h / 100 - 140 °C 2: H₂SO₄ / 2 h / Heating 3: 6.22 g / N-bromosuccinimide; benzoyl peroxide / CCl₄ / 8 h / Heating 4: 90 percent / dimethylformamide / 1.5 h / 20 °C 5: 92.8 percent / HCl / 1 h / Heating 6: 94 percent / H₂ / Pd/C / ethanol; CH₂Cl₂ / 20 °C / ambient pressure 7: 55 percent / potassium tert-butoxide / benzene / 0.5 h / Heating 8: 73 percent / sodium chloride; water / dimethylsulfoxide / 2.5 h / 150 °C

Reference： [1]Gorka; Czuczai; Szoleczky; Hazai; Szantay Jr.; Hada; Szantay [Synthetic Communications, 2005, vol. 35, # 18, p. 2371 - 2378]

21
[1-(3,4-Dimethoxy-phenyl)-meth-(E)-ylidene]-(1-isopropyl-2-methyl-propyl)-amine [ No CAS ]
[ 51234-09-4 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 1.) n-BuLi / 1) ether, hexane, -78 deg C --> rt; 2) ether, hexane, -78 deg C --> rt 2: aq. HCl / tetrahydrofuran / Heating

Reference： [1]Flippin, Lee A.; Berger, Jacob; Parnes, Jason S.; Gudiksen, Mark S. [Journal of Organic Chemistry, 1996, vol. 61, # 14, p. 4812 - 4815]

22
[ 58343-46-7 ]
[ 51234-09-4 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: BCl₃*SMe₂ / 1,2-dichloro-ethane / 83 °C 2: NaOH / H₂O / 100 °C

Reference： [1]Buszek, Keith R.; Bixby, Dale L. [Tetrahedron Letters, 1995, vol. 36, # 50, p. 9129 - 9132]

23
[ 51234-09-4 ]
(6-Bromo-3,4-dimethoxy-2-methyl-phenyl)-methanol [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: LiAlH₄ / diethyl ether / Ambient temperature 2: DMAP, pyridine / CH₂Cl₂ / Ambient temperature 3: Br₂ / acetic acid / Ambient temperature 4: K₂CO₃ / methanol; tetrahydrofuran / Ambient temperature

Reference： [1]Buszek, Keith R.; Bixby, Dale L. [Tetrahedron Letters, 1995, vol. 36, # 50, p. 9129 - 9132]

24
[ 51234-09-4 ]
[ 173040-53-4 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1: LiAlH₄ / diethyl ether / Ambient temperature 2: DMAP, pyridine / CH₂Cl₂ / Ambient temperature 3: Br₂ / acetic acid / Ambient temperature 4: K₂CO₃ / methanol; tetrahydrofuran / Ambient temperature 5: Dess-Martin periodinane / CH₂Cl₂ / Ambient temperature

Reference： [1]Buszek, Keith R.; Bixby, Dale L. [Tetrahedron Letters, 1995, vol. 36, # 50, p. 9129 - 9132]

25
[ 51234-09-4 ]
Acetic acid 3,4-dimethoxy-2-methyl-benzyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: LiAlH₄ / diethyl ether / Ambient temperature 2: DMAP, pyridine / CH₂Cl₂ / Ambient temperature

Reference： [1]Buszek, Keith R.; Bixby, Dale L. [Tetrahedron Letters, 1995, vol. 36, # 50, p. 9129 - 9132]

26
[ 51234-09-4 ]
Acetic acid 6-bromo-3,4-dimethoxy-2-methyl-benzyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: LiAlH₄ / diethyl ether / Ambient temperature 2: DMAP, pyridine / CH₂Cl₂ / Ambient temperature 3: Br₂ / acetic acid / Ambient temperature

Reference： [1]Buszek, Keith R.; Bixby, Dale L. [Tetrahedron Letters, 1995, vol. 36, # 50, p. 9129 - 9132]

27
[ 51234-09-4 ]
(S)-1-(6-Bromo-3,4-dimethoxy-2-methyl-phenyl)-3-phenyl-butan-1-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 7 steps 1: LiAlH₄ / diethyl ether / Ambient temperature 2: DMAP, pyridine / CH₂Cl₂ / Ambient temperature 3: Br₂ / acetic acid / Ambient temperature 4: K₂CO₃ / methanol; tetrahydrofuran / Ambient temperature 5: Dess-Martin periodinane / CH₂Cl₂ / Ambient temperature 6: 78 percent / 1.) Mg / tetrahydrofuran / 1.) RT down to 0 deg C, 0.5 h; 2.) 0 deg C 7: (COCl)2/DMSO, Et₃N / CH₂Cl₂ / 1 h / -78 deg C up to RT

Reference： [1]Buszek, Keith R.; Bixby, Dale L. [Tetrahedron Letters, 1995, vol. 36, # 50, p. 9129 - 9132]

28
[ 51234-09-4 ]
(S)-1-(6-Bromo-3,4-dimethoxy-2-methyl-phenyl)-3-phenyl-butan-1-ol [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 6 steps 1: LiAlH₄ / diethyl ether / Ambient temperature 2: DMAP, pyridine / CH₂Cl₂ / Ambient temperature 3: Br₂ / acetic acid / Ambient temperature 4: K₂CO₃ / methanol; tetrahydrofuran / Ambient temperature 5: Dess-Martin periodinane / CH₂Cl₂ / Ambient temperature 6: 78 percent / 1.) Mg / tetrahydrofuran / 1.) RT down to 0 deg C, 0.5 h; 2.) 0 deg C

Reference： [1]Buszek, Keith R.; Bixby, Dale L. [Tetrahedron Letters, 1995, vol. 36, # 50, p. 9129 - 9132]

29
[ 51234-09-4 ]
[ 173040-54-5 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 8 steps 1: LiAlH₄ / diethyl ether / Ambient temperature 2: DMAP, pyridine / CH₂Cl₂ / Ambient temperature 3: Br₂ / acetic acid / Ambient temperature 4: K₂CO₃ / methanol; tetrahydrofuran / Ambient temperature 5: Dess-Martin periodinane / CH₂Cl₂ / Ambient temperature 6: 78 percent / 1.) Mg / tetrahydrofuran / 1.) RT down to 0 deg C, 0.5 h; 2.) 0 deg C 7: (COCl)2/DMSO, Et₃N / CH₂Cl₂ / 1 h / -78 deg C up to RT 8: TMSOTf / CH₂Cl₂ / 4 h / -78 °C

Reference： [1]Buszek, Keith R.; Bixby, Dale L. [Tetrahedron Letters, 1995, vol. 36, # 50, p. 9129 - 9132]

30
[ 51234-09-4 ]
C₂₁H₂₆O₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 9 steps 1: LiAlH₄ / diethyl ether / Ambient temperature 2: DMAP, pyridine / CH₂Cl₂ / Ambient temperature 3: Br₂ / acetic acid / Ambient temperature 4: K₂CO₃ / methanol; tetrahydrofuran / Ambient temperature 5: Dess-Martin periodinane / CH₂Cl₂ / Ambient temperature 6: 78 percent / 1.) Mg / tetrahydrofuran / 1.) RT down to 0 deg C, 0.5 h; 2.) 0 deg C 7: (COCl)2/DMSO, Et₃N / CH₂Cl₂ / 1 h / -78 deg C up to RT 8: TMSOTf / CH₂Cl₂ / 4 h / -78 °C 9: 1.) 0.1M LDA / tetrahydrofuran / 1.) -78 deg C, 2 h; 2.) up to RT over 12 h

Reference： [1]Buszek, Keith R.; Bixby, Dale L. [Tetrahedron Letters, 1995, vol. 36, # 50, p. 9129 - 9132]

31
[ 51234-09-4 ]
[ 173040-55-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 9 steps 1: LiAlH₄ / diethyl ether / Ambient temperature 2: DMAP, pyridine / CH₂Cl₂ / Ambient temperature 3: Br₂ / acetic acid / Ambient temperature 4: K₂CO₃ / methanol; tetrahydrofuran / Ambient temperature 5: Dess-Martin periodinane / CH₂Cl₂ / Ambient temperature 6: 78 percent / 1.) Mg / tetrahydrofuran / 1.) RT down to 0 deg C, 0.5 h; 2.) 0 deg C 7: (COCl)2/DMSO, Et₃N / CH₂Cl₂ / 1 h / -78 deg C up to RT 8: TMSOTf / CH₂Cl₂ / 4 h / -78 °C 9: 1.) 0.1M LDA / tetrahydrofuran / 1.) -78 deg C, 2 h; 2.) up to RT over 12 h

Reference： [1]Buszek, Keith R.; Bixby, Dale L. [Tetrahedron Letters, 1995, vol. 36, # 50, p. 9129 - 9132]

32
[ 51234-09-4 ]
[ 97073-43-3 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: BBr₃ / CH₂Cl₂ / 1.) -78 deg C, 30 min, 2.) 25 deg C, 2 h 2: 76 percent / KI, K₂CO₃ / acetone / 7 h / Heating

Reference： [1]Sinhababu, Achintya K.; Ghosh, Anil K.; Borchardt, Ronald T. [Journal of Medicinal Chemistry, 1985, vol. 28, # 9, p. 1273 - 1279]

33
[ 51234-09-4 ]
[ 97102-11-9 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1: BBr₃ / CH₂Cl₂ / 1.) -78 deg C, 30 min, 2.) 25 deg C, 2 h 2: 76 percent / KI, K₂CO₃ / acetone / 7 h / Heating 3: 86 percent / NH₄OAc / acetic acid / 1.5 h / Heating 4: 82 percent / 90percent HNO₃ / acetic acid / 2.5 h / Ambient temperature 5: 96 percent / silica gel, Fe / acetic acid; toluene / 1 h / Heating

Reference： [1]Sinhababu, Achintya K.; Ghosh, Anil K.; Borchardt, Ronald T. [Journal of Medicinal Chemistry, 1985, vol. 28, # 9, p. 1273 - 1279]

34
[ 51234-09-4 ]
[ 97073-54-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 6 steps 1: BBr₃ / CH₂Cl₂ / 1.) -78 deg C, 30 min, 2.) 25 deg C, 2 h 2: 76 percent / KI, K₂CO₃ / acetone / 7 h / Heating 3: 86 percent / NH₄OAc / acetic acid / 1.5 h / Heating 4: 82 percent / 90percent HNO₃ / acetic acid / 2.5 h / Ambient temperature 5: 96 percent / silica gel, Fe / acetic acid; toluene / 1 h / Heating 6: acetic acid / ethanol; H₂O / 14 h / 0 - 25 °C

Reference： [1]Sinhababu, Achintya K.; Ghosh, Anil K.; Borchardt, Ronald T. [Journal of Medicinal Chemistry, 1985, vol. 28, # 9, p. 1273 - 1279]

35
[ 51234-09-4 ]
[ 97073-46-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: BBr₃ / CH₂Cl₂ / 1.) -78 deg C, 30 min, 2.) 25 deg C, 2 h 2: 76 percent / KI, K₂CO₃ / acetone / 7 h / Heating 3: 86 percent / NH₄OAc / acetic acid / 1.5 h / Heating

Reference： [1]Sinhababu, Achintya K.; Ghosh, Anil K.; Borchardt, Ronald T. [Journal of Medicinal Chemistry, 1985, vol. 28, # 9, p. 1273 - 1279]

36
[ 51234-09-4 ]
[ 97073-49-9 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: BBr₃ / CH₂Cl₂ / 1.) -78 deg C, 30 min, 2.) 25 deg C, 2 h 2: 76 percent / KI, K₂CO₃ / acetone / 7 h / Heating 3: 86 percent / NH₄OAc / acetic acid / 1.5 h / Heating 4: 82 percent / 90percent HNO₃ / acetic acid / 2.5 h / Ambient temperature

Reference： [1]Sinhababu, Achintya K.; Ghosh, Anil K.; Borchardt, Ronald T. [Journal of Medicinal Chemistry, 1985, vol. 28, # 9, p. 1273 - 1279]

37
[ 4463-33-6 ]
[ 51234-09-4 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: 70 percent / polyphosphoric acid / 1.5 h / 45 - 50 °C 2: 81.5 percent / aq. NaOCl / 0.67 h / 60 - 70 °C 3: 74 percent / LiAlH₄ / tetrahydrofuran / 12 h / Heating 4: 88 percent / pyridinium chlorochromate / CH₂Cl₂ / 1 h / Ambient temperature

Reference： [1]Borchardt, Ronald T.; Bhatia, Pramila [Journal of Medicinal Chemistry, 1982, vol. 25, # 3, p. 263 - 271]

38
[ 5417-20-9 ]
[ 51234-09-4 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: 81.5 percent / aq. NaOCl / 0.67 h / 60 - 70 °C 2: 74 percent / LiAlH₄ / tetrahydrofuran / 12 h / Heating 3: 88 percent / pyridinium chlorochromate / CH₂Cl₂ / 1 h / Ambient temperature

Reference： [1]Borchardt, Ronald T.; Bhatia, Pramila [Journal of Medicinal Chemistry, 1982, vol. 25, # 3, p. 263 - 271]

39
[ 5722-94-1 ]
[ 51234-09-4 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 74 percent / LiAlH₄ / tetrahydrofuran / 12 h / Heating 2: 88 percent / pyridinium chlorochromate / CH₂Cl₂ / 1 h / Ambient temperature

Reference： [1]Borchardt, Ronald T.; Bhatia, Pramila [Journal of Medicinal Chemistry, 1982, vol. 25, # 3, p. 263 - 271]

40
[ 51234-09-4 ]
[ 80547-74-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: 64 percent / ammonium acetate / acetic acid / 2 h / Heating 2: 85 percent / conc. HNO₃ / acetic acid / 3 h / Ambient temperature 3: 37 percent / Fe, glacial acetic acid / 2 h / Heating 4: 37 percent / 48percent HBr / 0.25 h / Heating

Reference： [1]Borchardt, Ronald T.; Bhatia, Pramila [Journal of Medicinal Chemistry, 1982, vol. 25, # 3, p. 263 - 271]

41
[ 51234-09-4 ]
[ 80547-84-8 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: 64 percent / ammonium acetate / acetic acid / 2 h / Heating 2: 85 percent / conc. HNO₃ / acetic acid / 3 h / Ambient temperature 3: 37 percent / Fe, glacial acetic acid / 2 h / Heating

Reference： [1]Borchardt, Ronald T.; Bhatia, Pramila [Journal of Medicinal Chemistry, 1982, vol. 25, # 3, p. 263 - 271]

42
[ 51234-09-4 ]
[ 80547-82-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 64 percent / ammonium acetate / acetic acid / 2 h / Heating 2: 85 percent / conc. HNO₃ / acetic acid / 3 h / Ambient temperature

Reference： [1]Borchardt, Ronald T.; Bhatia, Pramila [Journal of Medicinal Chemistry, 1982, vol. 25, # 3, p. 263 - 271]

43
[ 488-17-5 ]
[ 51234-09-4 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1: 83 percent / K₂CO₃ / acetone / 3 h / Heating 2: 70 percent / polyphosphoric acid / 1.5 h / 45 - 50 °C 3: 81.5 percent / aq. NaOCl / 0.67 h / 60 - 70 °C 4: 74 percent / LiAlH₄ / tetrahydrofuran / 12 h / Heating 5: 88 percent / pyridinium chlorochromate / CH₂Cl₂ / 1 h / Ambient temperature

Reference： [1]Borchardt, Ronald T.; Bhatia, Pramila [Journal of Medicinal Chemistry, 1982, vol. 25, # 3, p. 263 - 271]

44
[ 51234-09-4 ]
[ 102447-10-9 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: acetic acid; ammonium acetate 2: diethyl ether; LiAlH₄ 3: Na₂CO₃; benzene 4: phosphoryl chloride; benzene

Reference： [1]Burger; Foggio [Journal of the American Chemical Society, 1956, vol. 78, p. 4419,4422]

45
[ 51234-09-4 ]
1-isopropyl-6,7-dimethoxy-5-methyl-1,2,3,4-tetrahydro-isoquinoline [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1: acetic acid; ammonium acetate 2: diethyl ether; LiAlH₄ 3: Na₂CO₃; benzene 4: phosphoryl chloride; benzene 5: diethyl ether; lithium alanate

Reference： [1]Burger; Foggio [Journal of the American Chemical Society, 1956, vol. 78, p. 4419,4422]

46
[ 51234-09-4 ]
[ 77200-86-3 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: acetic acid; ammonium acetate 2: diethyl ether; LiAlH₄

Reference： [1]Burger; Foggio [Journal of the American Chemical Society, 1956, vol. 78, p. 4419,4422]

47
[ 51234-09-4 ]
[ 104216-17-3 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: aqueous HBr

Reference： [1]Burger; Foggio [Journal of the American Chemical Society, 1956, vol. 78, p. 4419,4422]

48
[ 51234-09-4 ]
[ 101108-58-1 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: acetic acid; ammonium acetate 2: diethyl ether; LiAlH₄ 3: Na₂CO₃; benzene

Reference： [1]Burger; Foggio [Journal of the American Chemical Society, 1956, vol. 78, p. 4419,4422]

49
[ 51234-09-4 ]
[ 98959-87-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: acetic acid; ammonium acetate 2: diethyl ether; LiAlH₄ 3: water; HBr

Reference： [1]Burger; Foggio [Journal of the American Chemical Society, 1956, vol. 78, p. 4419,4422]

50
[ 51234-09-4 ]
[ 15364-84-8 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: aq. KMnO₄ / acetone 2: H₂SO₄

Reference： [1]Grethe,G. et al. [Journal of Organic Chemistry, 1968, vol. 33, # 2, p. 494 - 503]

51
[ 51234-09-4 ]
[ 15365-27-2 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: aq. KMnO₄ / acetone 2: H₂SO₄ 3: NBS, (PhCO)2O₂ / CCl₄

Reference： [1]Grethe,G. et al. [Journal of Organic Chemistry, 1968, vol. 33, # 2, p. 494 - 503]

52
[ 51234-09-4 ]
[ 15365-32-9 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: aq. KMnO₄ / acetone 2: H₂SO₄ 3: NBS, (PhCO)2O₂ / CCl₄ 4: Et₃N / diethyl ether

Reference： [1]Grethe,G. et al. [Journal of Organic Chemistry, 1968, vol. 33, # 2, p. 494 - 503]

53
[ 74866-17-4 ]
[ 68-12-2 ]
[ 51234-09-4 ]

Reference： [1]Patent: WO2006/83417,2006,A2 .Location in patent: Example 5

54
[ 51234-09-4 ]
[ 106-65-0 ]
[ 1160440-49-2 ]

Yield	Reaction Conditions	Operation in experiment
	With potassium <i>tert</i>-butylate In N,N-dimethyl-formamide at 20℃;	1.2 EXAMPLE 1.2Preparation of 4,6,7-trimethoxy-8-methyl-2-naphthoic acid (Compound 4)4,6,7-Trimethoxy-8-methyl-2-naphthoic acid (7) is prepared in six steps according to the following reaction diagram. Reduction of 3,4-dimethoxy-2-methylbenzoic acid (1) to aldehyde (2) can be carried out by the Rosenmund reaction (SOCl2 then H2, Pd/BaSO4) (see reference 27). The aldehyde (2) is then reacted with dimethyl succinate (Stobbe reaction) (see reference 28). The coupling product (3) is not isolated but is treated directly with sodium acetate in the presence of acetic anhydride and acetic acid (AcOH/Ac2O 1:1) to give 4. After saponification, 4-hydroxy-6,7-dimethoxy-8-methyl-2-naphthoic acid (5) is obtained with a yield of 70% (3 steps). After esterification under the conditions described above (90%), compound 6 is hydrolysed to give 4,6,7-trimethoxy-8-methyl-2-naphthoic acid (7) (92%).

Reference： [1]Current Patent Assignee: UNIVERSITY OF MAINE LE MANS - US2010/331398, 2010, A1 Location in patent: Page/Page column 14

55
C₁₀H₁₁ClO₃ [ No CAS ]
[ 51234-09-4 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogen	1.2 EXAMPLE 1.2Preparation of 4,6,7-trimethoxy-8-methyl-2-naphthoic acid (Compound 4)4,6,7-Trimethoxy-8-methyl-2-naphthoic acid (7) is prepared in six steps according to the following reaction diagram. Reduction of 3,4-dimethoxy-2-methylbenzoic acid (1) to aldehyde (2) can be carried out by the Rosenmund reaction (SOCl2 then H2, Pd/BaSO4) (see reference 27). The aldehyde (2) is then reacted with dimethyl succinate (Stobbe reaction) (see reference 28). The coupling product (3) is not isolated but is treated directly with sodium acetate in the presence of acetic anhydride and acetic acid (AcOH/Ac2O 1:1) to give 4. After saponification, 4-hydroxy-6,7-dimethoxy-8-methyl-2-naphthoic acid (5) is obtained with a yield of 70% (3 steps). After esterification under the conditions described above (90%), compound 6 is hydrolysed to give 4,6,7-trimethoxy-8-methyl-2-naphthoic acid (7) (92%).

Reference： [1]Current Patent Assignee: UNIVERSITY OF MAINE LE MANS - US2010/331398, 2010, A1 Location in patent: Page/Page column 14

56
[ 5722-94-1 ]
[ 51234-09-4 ]

Yield	Reaction Conditions	Operation in experiment
65%	Stage #1: 2-methyl-3,4-dimethoxybenzoic acid With lithium aluminium tetrahydride In tetrahydrofuran Stage #2: With pyridinium chlorochromate

Reference： [1]Le, Tin Thanh; Chau, Nguyet Trang Thanh; Nguyen, Tai Tan; Brien, Josselin; Thai, Trieu Tien; Nourry, Arnaud; Castanet, Anne-Sophie; Nguyen, Kim Phi Phung; Mortier, Jacques [Journal of Organic Chemistry, 2011, vol. 76, # 2, p. 601 - 608]

57
[ 51234-09-4 ]
[ 1261383-34-9 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1.1: potassium <i>tert</i>-butylate / N,N-dimethyl-formamide / 20 °C 2.1: acetic anhydride; sodium carbonate / acetic acid / Reflux 2.2: Reflux 3.1: potassium carbonate / acetone / 24 h / 20 °C 4.1: potassium hydroxide / water / Reflux 5.1: 2,2,6,6-tetramethylpiperidinyl-lithium / tetrahydrofuran / 0 - 20 °C 5.2: 2 h / 20 °C

58
[ 51234-09-4 ]
[ 1261383-36-1 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1.1: potassium <i>tert</i>-butylate / N,N-dimethyl-formamide / 20 °C 2.1: acetic anhydride; sodium carbonate / acetic acid / Reflux 2.2: Reflux 3.1: potassium carbonate / acetone / 24 h / 20 °C 4.1: potassium hydroxide / water / Reflux 5.1: 2,2,6,6-tetramethylpiperidinyl-lithium / tetrahydrofuran / 0 - 20 °C 5.2: 2 h / 20 °C

59
[ 51234-09-4 ]
[ 1160440-66-3 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1.1: potassium <i>tert</i>-butylate / N,N-dimethyl-formamide / 20 °C 2.1: acetic anhydride; sodium carbonate / acetic acid / Reflux 2.2: Reflux 3.1: potassium carbonate / acetone / 24 h / 20 °C 4.1: potassium hydroxide / water / Reflux 5.1: 2,2,6,6-tetramethylpiperidinyl-lithium / tetrahydrofuran / 3 h / -78 - 20 °C

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[ 51234-09-4 ]

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P342	If experiencing respiratory symptoms:
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P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
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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) ]}	{[ 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 -

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Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
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H221	Flammable gas
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H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
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Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
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H351	Suspected of causing cancer
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H361	Suspected of damaging fertility or the unborn child
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H372	Causes damage to organs through prolonged or repeated exposure
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Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 51234-09-4 ]

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Medicinal Chemistry

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[ 51234-09-4 ] Synthesis Path-Downstream 1~59

Related Functional Groups of [ 51234-09-4 ]

Aryls

Aldehydes

Ethers

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[ 51234-09-4 ]