(R)-2-[(1R,2S,6R)-2-(tert-butyldimethylsilyloxy)-6-isopropenyl-2-methylcyclohex-3-enyl]propan-1-ol

Base Information

• Chemical Name: (R)-2-[(1R,2S,6R)-2-(tert-butyldimethylsilyloxy)-6-isopropenyl-2-methylcyclohex-3-enyl]propan-1-ol
• CAS No.: 863912-07-6
• Molecular Formula: C₁₉H₃₆O₂Si
• Molecular Weight: 324.579

Synonyms:(R)-2-[(1R,2S,6R)-2-(tert-butyldimethylsilyloxy)-6-isopropenyl-2-methylcyclohex-3-enyl]propan-1-ol

Chemical Property of (R)-2-[(1R,2S,6R)-2-(tert-butyldimethylsilyloxy)-6-isopropenyl-2-methylcyclohex-3-enyl]propan-1-ol

Chemical Property:

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Technology Process of (R)-2-[(1R,2S,6R)-2-(tert-butyldimethylsilyloxy)-6-isopropenyl-2-methylcyclohex-3-enyl]propan-1-ol

There total 3 articles about (R)-2-[(1R,2S,6R)-2-(tert-butyldimethylsilyloxy)-6-isopropenyl-2-methylcyclohex-3-enyl]propan-1-ol 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: 92.0%

(R)-2-[(1R,2S,6R)-2-(tert-butyldimethylsilyloxy)-6-(prop-1-en-2-yl)cyclohex-3-enyl]propyl pivalate (863912-06-5) → (R)-2-[(1R,2S,6R)-2-(tert-butyldimethylsilyloxy)-6-isopropenyl-2-methylcyclohex-3-enyl]propan-1-ol (863912-07-6)

Guidance literature:

With diisobutylaluminium hydride; In hexane; dichloromethane; at -78 ℃; for 0.75h;

DOI:10.1016/j.tet.2005.06.005

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → (R)-2-[(1R,2S,6R)-2-(tert-butyldimethylsilyloxy)-6-isopropenyl-2-methylcyclohex-3-enyl]propan-1-ol (863912-07-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / imidazole / dimethylformamide

2: 92 percent / diisobutylaluminium hydride / CH₂Cl₂; hexane / 0.75 h / -78 °C

With 1H-imidazole; diisobutylaluminium hydride; In hexane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2005.06.005

Reference yield:

2,2-Dimethyl-propionic acid (R)-2-((1R,2S,6R)-2-hydroxy-6-isopropenyl-4-methyl-cyclohex-3-enyl)-propyl ester (199661-64-8) → (R)-2-[(1R,2S,6R)-2-(tert-butyldimethylsilyloxy)-6-isopropenyl-2-methylcyclohex-3-enyl]propan-1-ol (863912-07-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / imidazole / dimethylformamide

2: 92 percent / diisobutylaluminium hydride / CH₂Cl₂; hexane / 0.75 h / -78 °C

With 1H-imidazole; diisobutylaluminium hydride; In hexane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2005.06.005

upstream raw materials:

(R)-2-[(1R,2S,6R)-2-(tert-butyldimethylsilyloxy)-6-(prop-1-en-2-yl)cyclohex-3-enyl]propyl pivalate

tert-butyldimethylsilyl chloride

2,2-Dimethyl-propionic acid (R)-2-((1R,2S,6R)-2-hydroxy-6-isopropenyl-4-methyl-cyclohex-3-enyl)-propyl ester

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