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inquiryequol CAS: 531-95-3 Molecular Formula: C15H14O3 Home Product Category Organic raw materials Phenolic compounds 531-95-3 531-95-3 - Names and Identifiers Name equol Synonyms Equol equol S-Equol S,R-equol
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dihydrodaidzein
equol
Conditions | Yield |
---|---|
With Eggerthella sp. YY7918 at 37℃; for 72h; | 100% |
Conditions | Yield |
---|---|
With Eggerthella sp. YY7918 at 37℃; for 72h; | 100% |
With 5%-palladium/activated carbon; hydrogen; acetic acid In ethanol; water at 20℃; under 760.051 Torr; for 10h; | 95% |
equol
Conditions | Yield |
---|---|
With 5%-palladium/activated carbon; hydrogen In tetrahydrofuran; methanol; water at 20℃; for 0.75h; | 100% |
C36H29Br3O4
equol
Conditions | Yield |
---|---|
Stage #1: C36H29Br3O4 With lithium aluminium tetrahydride In diethyl ether for 3h; Stage #2: With water In diethyl ether Cooling with ice; | 95% |
(S)-7-(methoxymethoxy)-3-(4'-methoxymethoxy)-phenylchroman
equol
Conditions | Yield |
---|---|
With hydrogenchloride; methanol In dichloromethane at 4.8 - 20℃; for 6h; | 93% |
With hydrogenchloride In tetrahydrofuran; methanol; water at 60℃; for 0.333333h; Inert atmosphere; | 92% |
(S)-4-(3-bromo-2-(4-hydroxyphenyl)propyl)benzene-1,3-diol
equol
Conditions | Yield |
---|---|
With potassium carbonate In acetone at 50℃; for 8h; | 91% |
With potassium carbonate In acetone at 50℃; for 8h; | 110 mg |
Conditions | Yield |
---|---|
With pyridine at 150℃; Inert atmosphere; | 88% |
With pyridine hydrogenfluoride In neat (no solvent) at 150℃; for 48h; Inert atmosphere; | 82% |
With pyridine hydrochloride at 160℃; for 48h; Inert atmosphere; Schlenk technique; | 72% |
With pyridine hydrochloride at 150℃; for 28h; | 66% |
(S)-7-methoxy-3-(4-methoxyphenyl)spiro[chroman-2,2'-[1,3]dithiane]
equol
Conditions | Yield |
---|---|
Stage #1: (S)-7-methoxy-3-(4-methoxyphenyl)spiro[chroman-2,2'-[1,3]dithiane] With hydrogen Stage #2: With pyridine; hydrogenchloride at 150℃; | 63% |
Conditions | Yield |
---|---|
at 180℃; |
Conditions | Yield |
---|---|
With ammonium formate; acetic acid; palladium dihydroxide for 1h; Heating; | |
Multi-step reaction with 3 steps 1: palladium 10% on activated carbon; ammonium formate / methanol / 4 h / 50 °C / Inert atmosphere 2: [(1S,2S)-N-(p-toluensulfonyl)-1,2-diphenylethanediamine](p-cymene)ruthenium (I); triethylamine; hydrogen / methanol / 19 h / 60 °C / 7500.75 Torr / Inert atmosphere; Autoclave 3: palladium 10% on activated carbon; acetic acid; hydrogen / methanol / 4 h / 60 °C / 5250.53 Torr / Autoclave View Scheme |
Conditions | Yield |
---|---|
With aluminium trichloride; ethanethiol In dichloromethane at 0℃; for 1h; |
Conditions | Yield |
---|---|
In ethanol; hexane for 0 - 0.283333h; Resolution of racemate; | |
With CYCLOBOND I 2000 RSP In formic acid; water; acetonitrile Resolution of racemate; | |
With cellulose (3,5-dimethylphenylcarbamate) coated reduced graphene oxide(at)silica gel In hexane; isopropyl alcohol at 25℃; Resolution of racemate; enantioselective reaction; |
(S)-3-(2-bromo-4-methoxyphenyl)-2-(4-methoxyphenyl)propan-1-ol
equol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 46 percent / 2-(di-tert-butylphosphino)-1,1'-binaphthyl; Cs2CO3; Pd(OAc)2 / toluene / 22 h / 50 °C 2: 66 percent / pyridine hydrochloride / 28 h / 150 °C View Scheme |
(S)-4-benzyl-3-((S)-3-(2-bromo-4-methoxyphenyl)-2-(4-methoxyphenyl)propanoyl)-2-oxazolidinone
equol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 96 percent / LiAlH4 / tetrahydrofuran / 0.25 h / cooling 2: 46 percent / 2-(di-tert-butylphosphino)-1,1'-binaphthyl; Cs2CO3; Pd(OAc)2 / toluene / 22 h / 50 °C 3: 66 percent / pyridine hydrochloride / 28 h / 150 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: SOCl2 / 2 h / Heating 2: 237 g / n-BuLi / tetrahydrofuran; hexane / -65 - 20 °C 3: 167.4 g / NaHMDS / tetrahydrofuran / 0.17 h / cooling 4: 96 percent / LiAlH4 / tetrahydrofuran / 0.25 h / cooling 5: 46 percent / 2-(di-tert-butylphosphino)-1,1'-binaphthyl; Cs2CO3; Pd(OAc)2 / toluene / 22 h / 50 °C 6: 66 percent / pyridine hydrochloride / 28 h / 150 °C View Scheme | |
Multi-step reaction with 6 steps 1.1: acetic anhydride; triethylamine / 2 h / Reflux 2.1: C56H72IrNOP; hydrogen; triethylamine / methanol / 72 h / 70 °C / 9120.61 Torr 3.1: lithium aluminium tetrahydride / tetrahydrofuran / 2.25 h / 0 - 20 °C 3.2: 0 °C 4.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 3 h / 20 °C / Cooling with ice 5.1: boron tribromide / dichloromethane / 19 h / -78 - 20 °C 6.1: potassium carbonate / acetone / 8 h / 50 °C View Scheme | |
Multi-step reaction with 6 steps 1.1: oxalyl dichloride / benzene / 24 h / 20 °C 2.1: potassium carbonate; tetra(n-butyl)ammonium hydrogensulfate / dichloromethane; water / 20 °C 3.1: hydrogen; 10% Pd/C / ethyl acetate / 20 °C / 750.08 Torr 4.1: trimethylaluminum / dichloromethane; hexane / 0 - 20 °C / Inert atmosphere 4.2: Inert atmosphere 5.1: (R)-3,3'-bis[3,5-di(trifluoromethyl)phenyl]-1,1'-binaphthyl phosphate / cyclohexane / 60 h / 20 °C / Molecular sieve 6.1: hydrogen 6.2: 150 °C View Scheme | |
Multi-step reaction with 8 steps 1.1: thionyl chloride / 2 h / Inert atmosphere 2.1: n-butyllithium / tetrahydrofuran / 2 h / -65 - -45 °C / Inert atmosphere 3.1: N-ethyl-N,N-diisopropylamine; di-n-butylboryl trifluoromethanesulfonate / dichloromethane / 3.5 h / -25 - -15 °C / Inert atmosphere 3.2: 1.83 h / -25 - 15 °C / Inert atmosphere 4.1: triethylsilane; trifluoroacetic acid / dichloromethane / 0.67 h / 0 - 20 °C / Inert atmosphere 5.1: hydrogenchloride / methanol / 0.5 h / Reflux; Inert atmosphere 6.1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere 7.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 6 h / 20 °C / Inert atmosphere 8.1: pyridine / 150 °C / Inert atmosphere View Scheme |
(4S)-3-<2-(4-Methoxyphenyl)-1-oxoethyl>-4-(phenylmethyl)-2-oxazolidinone
equol
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 167.4 g / NaHMDS / tetrahydrofuran / 0.17 h / cooling 2: 96 percent / LiAlH4 / tetrahydrofuran / 0.25 h / cooling 3: 46 percent / 2-(di-tert-butylphosphino)-1,1'-binaphthyl; Cs2CO3; Pd(OAc)2 / toluene / 22 h / 50 °C 4: 66 percent / pyridine hydrochloride / 28 h / 150 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 237 g / n-BuLi / tetrahydrofuran; hexane / -65 - 20 °C 2: 167.4 g / NaHMDS / tetrahydrofuran / 0.17 h / cooling 3: 96 percent / LiAlH4 / tetrahydrofuran / 0.25 h / cooling 4: 46 percent / 2-(di-tert-butylphosphino)-1,1'-binaphthyl; Cs2CO3; Pd(OAc)2 / toluene / 22 h / 50 °C 5: 66 percent / pyridine hydrochloride / 28 h / 150 °C View Scheme | |
Multi-step reaction with 5 steps 1.1: potassium carbonate; tetra(n-butyl)ammonium hydrogensulfate / dichloromethane; water / 20 °C 2.1: hydrogen; 10% Pd/C / ethyl acetate / 20 °C / 750.08 Torr 3.1: trimethylaluminum / dichloromethane; hexane / 0 - 20 °C / Inert atmosphere 3.2: Inert atmosphere 4.1: (R)-3,3'-bis[3,5-di(trifluoromethyl)phenyl]-1,1'-binaphthyl phosphate / cyclohexane / 60 h / 20 °C / Molecular sieve 5.1: hydrogen 5.2: 150 °C View Scheme | |
Multi-step reaction with 7 steps 1.1: n-butyllithium / tetrahydrofuran / 2 h / -65 - -45 °C / Inert atmosphere 2.1: N-ethyl-N,N-diisopropylamine; di-n-butylboryl trifluoromethanesulfonate / dichloromethane / 3.5 h / -25 - -15 °C / Inert atmosphere 2.2: 1.83 h / -25 - 15 °C / Inert atmosphere 3.1: triethylsilane; trifluoroacetic acid / dichloromethane / 0.67 h / 0 - 20 °C / Inert atmosphere 4.1: hydrogenchloride / methanol / 0.5 h / Reflux; Inert atmosphere 5.1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere 6.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 6 h / 20 °C / Inert atmosphere 7.1: pyridine / 150 °C / Inert atmosphere View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 68 percent / acetic acid; ammonium formate / Pd(OH)2 / 1 h / Heating 2: aluminum trichloride; ethane thiol / CH2Cl2 / 1 h / 0 °C View Scheme |
equol
Conditions | Yield |
---|---|
With potassium carbonate In acetone |
daidzein
A
dihydrodaidzein
C
idronoxil
D
equol
Conditions | Yield |
---|---|
With 5%-palladium/activated carbon; hydrogen; acetic acid In ethanol at 20℃; for 10h; |
(S)-3-(2,4-dimethoxyphenyl)-2-(4-methoxyphenyl)propan-1-ol
equol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: carbon tetrabromide; triphenylphosphine / dichloromethane / 3 h / 20 °C / Cooling with ice 2: boron tribromide / dichloromethane / 19 h / -78 - 20 °C 3: potassium carbonate / acetone / 8 h / 50 °C View Scheme |
(S)-1-(3-bromo-2-(4-methoxyphenyl)propyl)-2,4-dimethoxy-benzene
equol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: boron tribromide / dichloromethane / 19 h / -78 - 20 °C 2: potassium carbonate / acetone / 8 h / 50 °C View Scheme | |
Stage #1: (S)-1-(3-bromo-2-(4-methoxyphenyl)propyl)-2,4-dimethoxy-benzene With boron tribromide In dichloromethane at -78 - 20℃; for 19h; Inert atmosphere; Stage #2: With potassium carbonate In acetone at 50℃; for 8h; | 63.1 mg |
(S)-3-(2,4-dimethoxyphenyl)-2-(4-methoxyphenyl)propionic acid
equol
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: lithium aluminium tetrahydride / tetrahydrofuran / 2.25 h / 0 - 20 °C 1.2: 0 °C 2.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 3 h / 20 °C / Cooling with ice 3.1: boron tribromide / dichloromethane / 19 h / -78 - 20 °C 4.1: potassium carbonate / acetone / 8 h / 50 °C View Scheme |
(E)-3-(2,4-dimethoxyphenyl)-2-(4-methoxyphenyl)acrylic acid
equol
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: C56H72IrNOP; hydrogen; triethylamine / methanol / 72 h / 70 °C / 9120.61 Torr 2.1: lithium aluminium tetrahydride / tetrahydrofuran / 2.25 h / 0 - 20 °C 2.2: 0 °C 3.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 3 h / 20 °C / Cooling with ice 4.1: boron tribromide / dichloromethane / 19 h / -78 - 20 °C 5.1: potassium carbonate / acetone / 8 h / 50 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: acetic anhydride; triethylamine / 2 h / Reflux 2.1: C56H72IrNOP; hydrogen; triethylamine / methanol / 72 h / 70 °C / 9120.61 Torr 3.1: lithium aluminium tetrahydride / tetrahydrofuran / 2.25 h / 0 - 20 °C 3.2: 0 °C 4.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 3 h / 20 °C / Cooling with ice 5.1: boron tribromide / dichloromethane / 19 h / -78 - 20 °C 6.1: potassium carbonate / acetone / 8 h / 50 °C View Scheme | |
Multi-step reaction with 6 steps 1.1: pyridine; piperidine / 3.5 h / 125 °C 2.1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / Reflux; Inert atmosphere 3.1: pyridinium chlorochromate / dichloromethane / 1 h / 20 °C / Molecular sieve 4.1: copper(I) bromide; sodium hydrogencarbonate; (2R,5R)-2-tert-butyl-3-methyl-5-phenyl-4-imidazolidinone trichloroacetic acid salt / toluene; diethyl ether / 44 h / 20 °C 5.1: sodium tetrahydroborate / methanol; dichloromethane; toluene; diethyl ether / 1 h / 23 °C 5.2: 3 h / 0 - 20 °C 6.1: boron tribromide / dichloromethane / 19 h / -78 - 20 °C / Inert atmosphere 6.2: 8 h / 50 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: hydrogen; 10% Pd/C / ethyl acetate / 20 °C / 750.08 Torr 2.1: trimethylaluminum / dichloromethane; hexane / 0 - 20 °C / Inert atmosphere 2.2: Inert atmosphere 3.1: (R)-3,3'-bis[3,5-di(trifluoromethyl)phenyl]-1,1'-binaphthyl phosphate / cyclohexane / 60 h / 20 °C / Molecular sieve 4.1: hydrogen 4.2: 150 °C View Scheme |
7-methoxy-3-(4-methoxyphenyl)hydrocoumarin
equol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: trimethylaluminum / dichloromethane; hexane / 0 - 20 °C / Inert atmosphere 1.2: Inert atmosphere 2.1: (R)-3,3'-bis[3,5-di(trifluoromethyl)phenyl]-1,1'-binaphthyl phosphate / cyclohexane / 60 h / 20 °C / Molecular sieve 3.1: hydrogen 3.2: 150 °C View Scheme |
2-(2-(1,3-dithian-2-ylidene)-2-(4-methoxyphenyl)ethyl)-5-methoxyphenol
equol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: (R)-3,3'-bis[3,5-di(trifluoromethyl)phenyl]-1,1'-binaphthyl phosphate / cyclohexane / 60 h / 20 °C / Molecular sieve 2.1: hydrogen 2.2: 150 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: potassium carbonate; tetra(n-butyl)ammonium hydrogensulfate / dichloromethane; water / 20 °C 2.1: hydrogen; 10% Pd/C / ethyl acetate / 20 °C / 750.08 Torr 3.1: trimethylaluminum / dichloromethane; hexane / 0 - 20 °C / Inert atmosphere 3.2: Inert atmosphere 4.1: (R)-3,3'-bis[3,5-di(trifluoromethyl)phenyl]-1,1'-binaphthyl phosphate / cyclohexane / 60 h / 20 °C / Molecular sieve 5.1: hydrogen 5.2: 150 °C View Scheme | |
Multi-step reaction with 7 steps 1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / Cooling with ice; Inert atmosphere 1.2: 20 h / Inert atmosphere 2.1: N-ethyl-N,N-diisopropylamine; di-n-butylboryl trifluoromethanesulfonate / dichloromethane / 3.5 h / -25 - -15 °C / Inert atmosphere 2.2: 1.83 h / -25 - 15 °C / Inert atmosphere 3.1: triethylsilane; trifluoroacetic acid / dichloromethane / 0.67 h / 0 - 20 °C / Inert atmosphere 4.1: hydrogenchloride / methanol / 0.5 h / Reflux; Inert atmosphere 5.1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere 6.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 6 h / 20 °C / Inert atmosphere 7.1: pyridine / 150 °C / Inert atmosphere View Scheme |
Conditions | Yield |
---|---|
With potassium carbonate In acetone at 60℃; Schlenk technique; Inert atmosphere; | 97% |
Conditions | Yield |
---|---|
With recombinant O-prenyltransferase from Antrodia camphorata In aq. buffer at 37℃; for 12h; pH=7; Enzymatic reaction; | A 27.3% B 15.6% |
Conditions | Yield |
---|---|
With sodium hydroxide |
equol
equol
(-)-Di-O-acetyl-equol
Conditions | Yield |
---|---|
at 240℃; |
chloro-trimethyl-silane
1,1,1,3,3,3-hexamethyl-disilazane
equol
C21H30O3Si2
Conditions | Yield |
---|---|
With pyridine at 65℃; for 0.5h; |
N-methyl-N-tert-butyldimethylsilyl-1,1,1-trifluoroacetamide
tert-butyldimethylsilyl chloride
equol
Conditions | Yield |
---|---|
at 100℃; for 1h; |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 25℃; for 4h; |
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