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CAS No.: | 68592-15-4 |
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Name: | 4'-Methoxy-3',5-di-2-propenyl-(1,1'-biphenyl)-2-ol |
Article Data: | 11 |
Molecular Structure: | |
Formula: | C19H20O2 |
Molecular Weight: | 280.367 |
Synonyms: | methoxyhonokiol;4'-O-Methylhonokiol;METHYLHONOKIOL;4-methoxyhonokiol;3,5'-diallyl-2'-hydroxy-4-methoxy-1,1'-biphenyl;3,5'-diallyl-2'-hydroxy-4-methoxybiphenyl; |
Density: | 1.054g/cm3 |
Boiling Point: | 396.5oC at 760 mmHg |
Flash Point: | 176.2oC |
PSA: | 29.46000 |
LogP: | 4.52480 |
4-allyl-2-bromo-phenol
methylhonokiol
Conditions | Yield |
---|---|
With palladium diacetate; potassium carbonate; ruphos In 1,2-dimethoxyethane; water at 130℃; for 0.166667h; Suzuki-Miyaura coupling; Microwave irradiation; | 72% |
With palladium diacetate; potassium carbonate; ruphos In 1,2-dimethoxyethane; water at 130℃; Reagent/catalyst; Solvent; Temperature; Suzuki-Miyaura Coupling; Sealed tube; Microwave irradiation; | 72% |
4-allyl-2-bromo-phenol
4-methoxy-3-allyl-1-phenylboronic acid
methylhonokiol
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In 1,2-dimethoxyethane; water Suzuki coupling; Reflux; Inert atmosphere; | 52% |
2-allyl-4-bromo-1-methoxybenzene
1-allyl-4-oxocyclohexa-2,5-dienylethanoate
methylhonokiol
Conditions | Yield |
---|---|
Stage #1: 2-allyl-4-bromo-1-methoxybenzene With magnesium; ethylene dibromide In diethyl ether for 1h; Reflux; Stage #2: 1-allyl-4-oxocyclohexa-2,5-dienylethanoate In diethyl ether at 0℃; for 0.5h; | 50% |
Honokiol
methyl iodide
A
3,5′-diallyl-2′-methoxy-[1,1′-biphenyl]-4-ol
B
methylhonokiol
C
Dimethylhonokiol
Conditions | Yield |
---|---|
With potassium carbonate In water; dimethyl sulfoxide at 60℃; | A 50% B 20% C 15% |
With sodium hydroxide In water; dimethyl sulfoxide at 60℃; | A 46% B 20% C 30% |
With caesium carbonate In water; dimethyl sulfoxide at 60℃; Reagent/catalyst; | A 21% B 35% C 15% |
Honokiol
diazomethyl-trimethyl-silane
A
3,5′-diallyl-2′-methoxy-[1,1′-biphenyl]-4-ol
B
methylhonokiol
C
Dimethylhonokiol
Conditions | Yield |
---|---|
In methanol | A 13% B 13% C 47% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; | 41% |
2-[(2R,4aR,8R,8aR)-8-(5,3'-Diallyl-4'-methoxy-biphenyl-2-yloxy)-4a,8-dimethyl-decahydro-naphthalen-2-yl]-propan-2-ol
A
methylhonokiol
B
eudesm-4-en-11-ol
Conditions | Yield |
---|---|
With trifluoroacetic acid In benzene for 10h; Ambient temperature; | A 6 mg B 2 mg |
eudeshonokiol B
methylhonokiol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: diethyl ether / 36 h / Ambient temperature 2: 6 mg / CF3COOH / benzene / 10 h / Ambient temperature View Scheme |
Estragole
methylhonokiol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: boron trichloride-dimethyl sulfide / trans-1,2-dichloroethylene; dichloromethane / 18 h / Reflux 2.1: acetic acid / 8 h 3.1: magnesium; ethylene dibromide / diethyl ether / 1 h / Reflux 3.2: 0.5 h / 0 °C View Scheme | |
Multi-step reaction with 3 steps 1: methyl magnesium iodide / 180 °C 2: 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; isopropylmagnesium chloride / diethyl ether / 24 h / -78 - 20 °C 3: palladium diacetate; potassium carbonate; ruphos / 1,2-dimethoxyethane; water / 0.17 h / 130 °C / Microwave irradiation View Scheme | |
Multi-step reaction with 3 steps 1.1: boron tribromide / dichloromethane / 0 - 20 °C / Inert atmosphere 2.1: isopropylmagnesium chloride / diethyl ether / 1.05 h / -78 °C / Inert atmosphere 2.2: 21 h / -78 - 20 °C 3.1: tetrakis(triphenylphosphine) palladium(0); caesium carbonate / 1,2-dimethoxyethane; water / Reflux; Inert atmosphere View Scheme |
4-(prop-2-enyl)phenol
methylhonokiol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: acetic acid / 8 h 2.1: magnesium; ethylene dibromide / diethyl ether / 1 h / Reflux 2.2: 0.5 h / 0 °C View Scheme | |
Multi-step reaction with 2 steps 1: 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; isopropylmagnesium chloride / diethyl ether / 24 h / -78 - 20 °C 2: palladium diacetate; potassium carbonate; ruphos / 1,2-dimethoxyethane; water / 0.17 h / 130 °C / Microwave irradiation View Scheme | |
Multi-step reaction with 2 steps 1.1: isopropylmagnesium chloride / diethyl ether / 1.05 h / -78 °C / Inert atmosphere 1.2: 21 h / -78 - 20 °C 2.1: tetrakis(triphenylphosphine) palladium(0); caesium carbonate / 1,2-dimethoxyethane; water / Reflux; Inert atmosphere View Scheme | |
Multi-step reaction with 2 steps 1.1: isopropylmagnesium chloride / diethyl ether / 0.67 h / -78 °C / Inert atmosphere 1.2: 2.5 h / 20 °C / Inert atmosphere 2.1: potassium carbonate; palladium diacetate; ruphos / 1,2-dimethoxyethane; water / 130 °C / Sealed tube; Microwave irradiation View Scheme |