(R)-3-isopropoxy-4-methoxy-1-(1'-hydroxyethyl)-2-(prop-1''-enyl)benzene

Base Information

• Chemical Name: (R)-3-isopropoxy-4-methoxy-1-(1'-hydroxyethyl)-2-(prop-1''-enyl)benzene
• CAS No.: 469898-44-0
• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.338
• Mol file: 469898-44-0.mol

Synonyms:(R)-3-isopropoxy-4-methoxy-1-(1'-hydroxyethyl)-2-(prop-1''-enyl)benzene

Chemical Property of (R)-3-isopropoxy-4-methoxy-1-(1'-hydroxyethyl)-2-(prop-1''-enyl)benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-3-isopropoxy-4-methoxy-1-(1'-hydroxyethyl)-2-(prop-1''-enyl)benzene

There total 7 articles about (R)-3-isopropoxy-4-methoxy-1-(1'-hydroxyethyl)-2-(prop-1''-enyl)benzene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

1-[3-Isopropoxy-4-methoxy-2-((E)-propenyl)-phenyl]-ethanone (469898-56-4) → (S)-3-isopropoxy-4-methoxy-1-(1'-hydroxyethyl)-2-(prop-1''-enyl)benzene + (R)-3-isopropoxy-4-methoxy-1-(1'-hydroxyethyl)-2-(prop-1''-enyl)benzene (469898-44-0)

Guidance literature:

With dimethylsulfide borane complex; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; toluene; at 25 ℃; for 0.5h; Title compound not separated from byproducts;

DOI:10.1016/S0040-4039(02)00759-1

Reference yield:

1-[3-Isopropoxy-4-methoxy-2-((E)-propenyl)-phenyl]-ethanone (469898-56-4) → (S)-3-isopropoxy-4-methoxy-1-(1'-hydroxyethyl)-2-(prop-1''-enyl)benzene + (R)-3-isopropoxy-4-methoxy-1-(1'-hydroxyethyl)-2-(prop-1''-enyl)benzene (469898-44-0) + 1-(2-{1-ethyl-2-[6-(1-hydroxy-ethyl)-2-isopropoxy-3-methoxy-phenyl]-butyl}-3-isopropoxy-4-methoxy-phenyl)-ethanol

Guidance literature:

With dimethylsulfide; borane; oxazaborolidine based catalyst; In tetrahydrofuran; at 25 ℃; for 0.5h; Title compound not separated from byproducts;

DOI:10.1016/S0040-4020(03)00328-4

Reference yield:

2-allyl-3-hydroxy-4-methoxybenzaldehyde (18075-41-7) → (R)-3-isopropoxy-4-methoxy-1-(1'-hydroxyethyl)-2-(prop-1''-enyl)benzene (469898-44-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 7.20 g / potassium carbonate / dimethylformamide / 80 °C

2: 80 percent / diethyl ether / 20 °C

3: 60 percent / activated manganese dioxide / benzene / 0.67 h / Heating

4: 81 percent / palladium dichloride bis-acetonitrile / CH₂Cl₂ / 72 h / Heating

5: borane/dimethyl sulphide complex / oxazaborolidine based catalyst / tetrahydrofuran / 0.5 h / 25 °C

With manganese(IV) oxide; dichloro bis(acetonitrile) palladium(II); dimethylsulfide; borane; potassium carbonate; oxazaborolidine based catalyst; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; benzene; 5: Corey-Bakshi-Shibata asymmetric reduction;

DOI:10.1016/S0040-4020(03)00328-4

upstream raw materials:

1-[3-Isopropoxy-4-methoxy-2-((E)-propenyl)-phenyl]-ethanone

2-allyl-3-hydroxy-4-methoxybenzaldehyde

O-allylisovanillin

3-isopropoxy-4-methoxy-2-(prop-2'-enyl)benzaldehyde