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[ CAS No. 2349-70-4 ] {[proInfo.proName]}

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Chemical Structure| 2349-70-4
Chemical Structure| 2349-70-4
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Product Details of [ 2349-70-4 ]

CAS No. :2349-70-4 MDL No. :MFCD00017398
Formula : C8H10O2 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 138.16 Pubchem ID :-
Synonyms :

Calculated chemistry of [ 2349-70-4 ]

Physicochemical Properties

Num. heavy atoms : 10
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.25
Num. rotatable bonds : 1
Num. H-bond acceptors : 2.0
Num. H-bond donors : 2.0
Molar Refractivity : 40.26
TPSA : 40.46 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.88 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.54
Log Po/w (XLOGP3) : 1.78
Log Po/w (WLOGP) : 1.66
Log Po/w (MLOGP) : 1.48
Log Po/w (SILICOS-IT) : 1.65
Consensus Log Po/w : 1.62

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.2
Solubility : 0.88 mg/ml ; 0.00637 mol/l
Class : Soluble
Log S (Ali) : -2.25
Solubility : 0.781 mg/ml ; 0.00565 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.01
Solubility : 1.35 mg/ml ; 0.00977 mol/l
Class : Soluble

Medicinal Chemistry

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

Safety of [ 2349-70-4 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 2349-70-4 ]

* 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 [ 2349-70-4 ]

[ 2349-70-4 ] Synthesis Path-Downstream   1~51

  • 1
  • [ 108-31-6 ]
  • [ 2349-70-4 ]
  • [ 15012-53-0 ]
YieldReaction ConditionsOperation in experiment
With aluminium trichloride; sodium chloride at 170 - 200℃;
  • 2
  • [ 100-12-9 ]
  • [ 2349-70-4 ]
YieldReaction ConditionsOperation in experiment
With sulfuric acid; aluminium at 95℃;
With oxalic acid; aluminium at 95℃;
  • 3
  • [ 4754-26-1 ]
  • [ 2349-70-4 ]
YieldReaction ConditionsOperation in experiment
With sulfur dioxide bei der Extraktion von Reismehlkaefern;
  • 4
  • [ 2349-70-4 ]
  • methylammonium carbonate [ No CAS ]
  • [ 32797-07-2 ]
  • [ 74712-94-0 ]
YieldReaction ConditionsOperation in experiment
With potassium hydrogencarbonate; glycerol at 160℃;
  • 6
  • [ 5286-51-1 ]
  • [ 2349-70-4 ]
YieldReaction ConditionsOperation in experiment
With ethyl acetate; platinum Hydrogenation;
  • 7
  • [ 105475-50-1 ]
  • [ 2349-70-4 ]
YieldReaction ConditionsOperation in experiment
With methanol; platinum Hydrogenation.Erwaermen des Reaktionsprodukts mit einem Kationen-Austauscher in Methanol;
  • 8
  • [ 2349-70-4 ]
  • [ 98-88-4 ]
  • 2-ethyl-1,4-bis-benzoyloxy-benzene [ No CAS ]
YieldReaction ConditionsOperation in experiment
With pyridine
  • 9
  • [ 2349-70-4 ]
  • [ 77-78-1 ]
  • [ 1199-08-2 ]
YieldReaction ConditionsOperation in experiment
With potassium hydroxide
7 g With sodium hydroxide at 40℃; for 0.5h;
  • 10
  • [ 2349-70-4 ]
  • [ 1540-29-0 ]
  • 7-ethyl-3-butyl-6-hydroxy-4-methyl-coumarin [ No CAS ]
  • 11
  • [ 112-71-0 ]
  • [ 2349-70-4 ]
  • [ 140466-78-0 ]
  • 2-Ethyl-1,4-bis-tetradecyloxy-benzene [ No CAS ]
YieldReaction ConditionsOperation in experiment
With sodium hydride; sodium iodide In N,N-dimethyl-formamide Ambient temperature;
  • 13
  • [ 490-78-8 ]
  • [ 2349-70-4 ]
YieldReaction ConditionsOperation in experiment
With hydrogen In ethanol
With hydrogen
Wolff-Kishner reduction;
With hydrogenchloride; mercury dichloride; zinc for 8h; Heating;
Ethylhydroquinone (1c) This hydroquinone was prepared through the Clemmensen reduction of acetylhydroquinone according to the literature method
Multi-step reaction with 2 steps 1: methanol; sodium tetrahydroborate / 15.5 h / 0 - 20 °C 2: triethylsilane; trifluoroacetic acid / dichloromethane / 15 h / 0 - 20 °C

YieldReaction ConditionsOperation in experiment
With hydrogenchloride; amalgamated zinc
  • 15
  • [ 592-02-9 ]
  • [ 106-51-4 ]
  • [ 2349-70-4 ]
  • [ 123-31-9 ]
YieldReaction ConditionsOperation in experiment
1: 18% 2: 21 % Chromat. In tetrahydrofuran Heating;
  • 16
  • [ 64-17-5 ]
  • [ 123-31-9 ]
  • [ 2349-70-4 ]
YieldReaction ConditionsOperation in experiment
6% at 350℃; for 2h;
  • 17
  • 6-ethyl-1,4,4a,6,7,8a-hexahydro-1,4-methano-naphthalene-5,8-dione [ No CAS ]
  • [ 2349-70-4 ]
YieldReaction ConditionsOperation in experiment
48% at 180℃;
  • 18
  • 1,4-O-di-propanoylethylhydroquinone [ No CAS ]
  • 1-O-propanoyl-2-ethylhydroquinone [ No CAS ]
  • 4-O-propanoyl-2-ethylhydroquinone [ No CAS ]
  • [ 2349-70-4 ]
YieldReaction ConditionsOperation in experiment
1: 87.7% 2: 2.6% 3: 9.7% With isopropyl alcohol In di-isopropyl ether at 45℃; for 1h; Title compound not separated from byproducts.;
  • 19
  • [ 2349-70-4 ]
  • [ 79-03-8 ]
  • 1,4-O-di-propanoylethylhydroquinone [ No CAS ]
YieldReaction ConditionsOperation in experiment
With pyridine at 20℃;
With pyridine at 100℃; for 72h; Preparation of authentic 1,4-di-O-propanoyl derivatives of hydroquinones General procedure: To a stirred solution of 1a (420 mg, 3.0 mmol) in dry pyridine (20 ml) was added dropwise from a syringe propanoyl chloride (564 mg, 6.3 mmol), and the mixture was stirred at 100 C for 3 days. 1-(2-Aminoethyl)piperazine (81 mg, 0.63 mmol) was added and the mixture was stirred for 30 min. Then 0.5 M HCl (60 ml) was added and the mixture was extracted with EtOAc (320 ml), the organic extracts were washed successively with 1 M NaOH (330 ml), water (30 ml), and brine (30 ml), and dried over Na2SO4. After evaporation of the solvent in vacuo, the residual oil was purified by column chromatography using hexane-EtOAc (2:1, v/v) as an elu-ent to give the dipropanoate 4a as white crystals (415 mg, 59%)
  • 20
  • [ 105-38-4 ]
  • [ 2349-70-4 ]
  • 1,4-O-di-propanoylethylhydroquinone [ No CAS ]
  • 1-O-propanoyl-2-ethylhydroquinone [ No CAS ]
  • 4-O-propanoyl-2-ethylhydroquinone [ No CAS ]
YieldReaction ConditionsOperation in experiment
1: 73.2% 2: 8.4% 3: 11.5% With Candida antarctica lipase B In di-isopropyl ether at 45℃; for 24h;
1: 73 %Spectr. 2: 8 %Spectr. 3: 12 %Spectr. With lipase B from Candida antarctica, immobilized form In di-isopropyl ether at 45℃; for 24h; Enzymatic reaction; Overall yield = 93 %Spectr.; regioselective reaction;
  • 21
  • [ 1205-91-0 ]
  • [ 2349-70-4 ]
YieldReaction ConditionsOperation in experiment
Stage #1: benzene-1,4-diyl diacetate With aluminium trichloride; sodium chloride at 195℃; for 0.15h; Stage #2: With hydrogenchloride; amalgamated zinc for 3h; Heating; Further stages.;
  • 22
  • [ 2349-70-4 ]
  • [ 13523-64-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 2: K2CO3 3: 6 N aq. HCl
  • 23
  • [ 2349-70-4 ]
  • <i>tert</i>-butyl-(3-ethyl-4-methoxy-phenoxy)-dimethyl-silane [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 2: K2CO3
  • 24
  • [ 2349-70-4 ]
  • 4-(4-amino-2,6-dimethyl-phenoxy)-2-ethyl-phenol [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 6 steps 2: K2CO3 3: 6 N aq. HCl 4: NaH 5: BBr3 6: H2 / 10 percent Pd/C / ethanol
  • 25
  • [ 2349-70-4 ]
  • 4-(2,6-dimethyl-4-nitro-phenoxy)-2-ethyl-phenol [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 2: K2CO3 3: 6 N aq. HCl 4: NaH 5: BBr3
  • 26
  • [ 2349-70-4 ]
  • <i>N</i>-[4-(3-ethyl-4-hydroxy-phenoxy)-3,5-dimethyl-phenyl]-oxalamic acid methyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 7 steps 2: K2CO3 3: 6 N aq. HCl 4: NaH 5: BBr3 6: H2 / 10 percent Pd/C / ethanol 7: 120 °C
  • 27
  • [ 2349-70-4 ]
  • N-[3,5-dimethyl-4-(3'-ethyl-4'-hydroxyphenoxy)-phenyl]-oxamic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 8 steps 2: K2CO3 3: 6 N aq. HCl 4: NaH 5: BBr3 6: H2 / 10 percent Pd/C / ethanol 7: 120 °C 8: aq. NaOH
  • 28
  • [ 2349-70-4 ]
  • o-ethylphenyl 2-ethyl-4-hydroxyphenyl phenylphosphonate [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 0.32 g / imidazole / dimethylformamide / 4 h 2: 0.21 g / pyridine / benzene / 25 deg C, 0.5 h; 65 deg C, 12 h; 110 deg C, 12 h 3: 28 mg / tetrabutylammonium fluoride / tetrahydrofuran / 0.33 h / Ambient temperature
  • 29
  • [ 2349-70-4 ]
  • [ 112824-30-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 0.32 g / imidazole / dimethylformamide / 4 h 2: 0.21 g / pyridine / benzene / 25 deg C, 0.5 h; 65 deg C, 12 h; 110 deg C, 12 h
  • 30
  • [ 2349-70-4 ]
  • Phosphorochloridic acid 3-bromomethyl-phenyl ester 2-ethyl-4-tetradecyloxy-phenyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 1.) NaH, 2.) NaI / dimethylformamide / Ambient temperature 2: (C2H5)3N / CCl4 / 4 h / Ambient temperature
  • 31
  • [ 2349-70-4 ]
  • [ 140466-99-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 1.) NaH, 2.) NaI / dimethylformamide / Ambient temperature 2: (C2H5)3N / CCl4 / 4 h / Ambient temperature 3: 0.5 M aq. sodium acetate / tetrahydrofuran / 1.5 h
  • 32
  • [ 2349-70-4 ]
  • C33H48NO5PS [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: 1.) NaH, 2.) NaI / dimethylformamide / Ambient temperature 2: (C2H5)3N / CCl4 / 4 h / Ambient temperature 3: 0.5 M aq. sodium acetate / tetrahydrofuran / 1.5 h 4: toluene / 24 h / 70 °C
  • 33
  • [ 38489-67-7 ]
  • [ 2349-70-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 200 - 220 °C / 0.01 Torr 2: ethyl acetate; platinum / Hydrogenation
  • 34
  • [ 87905-74-6 ]
  • [ 2349-70-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: diethyl ether / anschliessendes Behandeln mit Aethylenoxid 2: KOH 3: platinum; methanol / Hydrogenation.Erwaermen des Reaktionsprodukts mit einem Kationen-Austauscher in Methanol
  • 35
  • [ 107153-33-3 ]
  • [ 2349-70-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: KOH 2: platinum; methanol / Hydrogenation.Erwaermen des Reaktionsprodukts mit einem Kationen-Austauscher in Methanol
  • 36
  • [ 123-31-9 ]
  • [ 2349-70-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 2: diethyl ether / anschliessendes Behandeln mit Aethylenoxid 3: KOH 4: platinum; methanol / Hydrogenation.Erwaermen des Reaktionsprodukts mit einem Kationen-Austauscher in Methanol
  • 37
  • [ 123-31-9 ]
  • [ 2349-70-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: BF3 2: H2 / copper-chromite / ethanol
  • 38
  • [ 2349-70-4 ]
  • [ 6239-81-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: FeCl3, aq. HCl / methanol 2: acetone
  • 39
  • [ 2349-70-4 ]
  • [ 2094-72-6 ]
  • [ 1041191-13-2 ]
YieldReaction ConditionsOperation in experiment
86% With pyridine In dichloromethane at 20℃; for 48h; A 2-Ethylhydroquinone (1.85 mmol) and 1-adamantanecarbonyl chloride (1.4 eq.) were suspended in CH2Cl2 (3 mL/mmol), pyridine (1 mL/mmol) was added, and the mixture stirred at r.t. for 48 h. The mixture was diluted with ethyl acetate, which was extracted once with half satd aq. NaHCO3 and brine (4:1) and twice with aq. CuSO4 (6 g CuSO4*5H2O in 100 mL; 2x). Title compound was attained upon purification by prep. TLC (2 mm silica gel, PE/ethyl acetate 3:1) with 86% yield.
86% With pyridine In dichloromethane at 20℃; for 30h;
  • 40
  • [ 1187824-35-6 ]
  • [ 2349-70-4 ]
YieldReaction ConditionsOperation in experiment
With toluene-4-sulfonic acid In acetone Inert atmosphere;
  • 41
  • [ 31490-53-6 ]
  • [ 2349-70-4 ]
YieldReaction ConditionsOperation in experiment
89% With triethylsilane; trifluoroacetic acid In dichloromethane at 0 - 20℃; for 15h; Intermediate I. XXXIII 2-Ethyl-benzene-l ,4-diol2-Ethyl-benzene-l ,4-diolTrifluoroaceticacid ( 120 ml, 1623 mmol) was added dropwise to a solution of 2-( I - Hydroxy-ethyl)-benzene- l ,4-diol (intermediate LXXXII) (25 g, 162 mmol), triethylsi lane (26 ml, 162 mmol) in 250 ml of dichloromethane at 0 °C. The reaction mixture was stirred at room temperature for 1 5 hour. Then the reaction mixture was quenched with ice-cold water and evaporated the solvent. The residue was taken in water and extarcted with ethyl acetate. The comboned organic extract was washed with water, brine, dried over anhydrous sodium sulphate and evaporated. The crude material was purified using column chromatography (si lica gel 100-200 mesh, 10:90 ethylacetate:hexane) to afford 2-Ethyl- benzene- l , 4-diol in 89 % yield.
  • 42
  • 4-ethyl-4-hydroxycyclohexa-2,5-dien-1-one [ No CAS ]
  • [ 2349-70-4 ]
YieldReaction ConditionsOperation in experiment
78% With rhenium(VII) oxide In dichloromethane at 20℃;
  • 43
  • [ 2349-70-4 ]
  • 1-O-propanoyl-2-ethylhydroquinone [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: lipase B from Candida antarctica, immobilized form / di-isopropyl ether / 24 h / 45 °C / Enzymatic reaction 2: lipase B from Candida antarctica, immobilized form; propan-1-ol / di-isopropyl ether / 1 h / 45 °C / Enzymatic reaction
Multi-step reaction with 2 steps 1: pyridine / 72 h / 100 °C 2: lipase B from Candida antarctica, immobilized form; propan-1-ol / di-isopropyl ether / 1 h / 45 °C / Enzymatic reaction
  • 44
  • [ 105-38-4 ]
  • [ 2349-70-4 ]
  • 4-O-propanoyl-2-ethylhydroquinone [ No CAS ]
YieldReaction ConditionsOperation in experiment
90% With lipase B from Candida antarctica, immobilized form In di-isopropyl ether at 45℃; for 72h; Enzymatic reaction; regioselective reaction; Preparation of authentic 4-O-monopropanoyl derivatives of hydroquinones General procedure: To a solution of 1c (204 mg, 1.5 mmol) and vinyl propanoate (490 ml, 4.5 mmol) in dry diisopropyl ether (3.6 ml) was added CAL-B (300 mg), and the mixture was stirred at 45C for 3 days. TLC showed the disappearance of the parent hydroquinone in the reaction mixture. The enzyme was filtered off and the filtrate was evaporated in vacuo. From the residual oil the monopropanoate 2c was isolated as the major product by preparative TLC using hexane-EtOAc (2:1, v/v) as a developing solvent to give an oil (261 mg, 90%).
  • 45
  • 1,4-O-di-propanoylethylhydroquinone [ No CAS ]
  • [ 2349-70-4 ]
YieldReaction ConditionsOperation in experiment
10% With Candida antarctica lipase B In di-isopropyl ether; isopropyl alcohol at 45℃; for 1h; Enzymatic reaction; regioselective reaction;
  • 46
  • blapsin H [ No CAS ]
  • [ 50-99-7 ]
  • [ 2349-70-4 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride In water at 60℃; for 1.5h; 3.5. Acid hydrolysis of 6-8 A solution of 6e8 (1.0 mg) in 6 N HCl was stirred at 60 C for1.5 h. After cooling, the mixtures were extracted with EtOAc. The aqueous layer was concentrated in vacuo followed by TLC examination and optical rotation measurement. The optical rotation of the glucose of 6-8 are as follows: [a]D25 45.0 (c 0.044, H2O) for 6,[a]D25 42.3 (c 0.052, H2O) for 7, and [a]D25 40.9 (c 0.044, H2O) for 8. By comparing optical rotation with D-glucose: [a]D25 42.3 (c0.106, H2O), the glucose in compounds 6-8 were determined to be D-configurations
  • 47
  • blapsin I [ No CAS ]
  • [ 50-99-7 ]
  • [ 2349-70-4 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride In water at 60℃; for 1.5h; 3.5. Acid hydrolysis of 6-8 A solution of 6e8 (1.0 mg) in 6 N HCl was stirred at 60 C for1.5 h. After cooling, the mixtures were extracted with EtOAc. The aqueous layer was concentrated in vacuo followed by TLC examination and optical rotation measurement. The optical rotation of the glucose of 6-8 are as follows: [a]D25 45.0 (c 0.044, H2O) for 6,[a]D25 42.3 (c 0.052, H2O) for 7, and [a]D25 40.9 (c 0.044, H2O) for 8. By comparing optical rotation with D-glucose: [a]D25 42.3 (c0.106, H2O), the glucose in compounds 6-8 were determined to be D-configurations
  • 48
  • blapsin J [ No CAS ]
  • [ 50-99-7 ]
  • [ 2349-70-4 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride In water at 60℃; for 1.5h; 3.5. Acid hydrolysis of 6-8 A solution of 6e8 (1.0 mg) in 6 N HCl was stirred at 60 C for1.5 h. After cooling, the mixtures were extracted with EtOAc. The aqueous layer was concentrated in vacuo followed by TLC examination and optical rotation measurement. The optical rotation of the glucose of 6-8 are as follows: [a]D25 45.0 (c 0.044, H2O) for 6,[a]D25 42.3 (c 0.052, H2O) for 7, and [a]D25 40.9 (c 0.044, H2O) for 8. By comparing optical rotation with D-glucose: [a]D25 42.3 (c0.106, H2O), the glucose in compounds 6-8 were determined to be D-configurations
  • 49
  • [ 2349-70-4 ]
  • [ 149898-91-9 ]
  • C36H38O8 [ No CAS ]
YieldReaction ConditionsOperation in experiment
10.9 g With dmap; diisopropyl-carbodiimide In dichloromethane at 20℃; for 7h; Inert atmosphere; Cooling with ice; 2 In a nitrogen atmosphere, 3.1 g of the compound represented by the formula (R-2-4), 11.3 g of the compound represented by the formula (R-2-3), 0.6 g of 4-dimethylaminopyridine in a reaction vessel, 100 mL of dichloromethane was added. While cooling with ice, 6.9 g of diisopropylcarbodiimide was added dropwise., Stirred at room temperature for 7 hours. The precipitate was removed by filtration, and the filtrate was washed successively with 5% hydrochloric acid, water and brine. Purification by column chromatography (alumina, dichloromethane) and recrystallization (dichloromethane/methanol) gave 10.9 g of a compound represented by the formula (R-2-5).
  • 50
  • [ 620-17-7 ]
  • [ 2349-70-4 ]
YieldReaction ConditionsOperation in experiment
71.7% With D-Glucose; oxygen; quintuple recombinant E. coli cells coexpressing P450 BM3 monooxygenase F87V/L188P/I401P/R47L/Y51F and glucose dehydrogenase; NADPH In aq. phosphate buffer; dimethyl sulfoxide at 25℃; for 12h; Green chemistry; Enzymatic reaction; regioselective reaction;
  • 51
  • [ 620-17-7 ]
  • [ 2349-70-4 ]
  • [ 1124-39-6 ]
YieldReaction ConditionsOperation in experiment
With D-Glucose; oxygen; recombinant E. coli cells coexpressing P450 BM3 monooxygenase F87V and glucose dehydrogenase; NADPH In aq. phosphate buffer at 22℃; for 2h; Green chemistry; Enzymatic reaction; regioselective reaction;
With D-Glucose; oxygen; triple recombinant E. coli cells coexpressing P450 BM3 monooxygenase F87V/L188P/R47I and glucose dehydrogenase; NADPH In aq. phosphate buffer at 22℃; for 2h; Green chemistry; Enzymatic reaction; regioselective reaction;
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