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

Base Information

• Chemical Name: (R)-2-[(1R,2S,6R)-2-(tert-butyldimethylsilyloxy)-6-(prop-1-en-2-yl)cyclohex-3-enyl]propyl pivalate
• CAS No.: 863912-06-5
• Molecular Formula: C₂₄H₄₄O₃Si
• Molecular Weight: 408.697
• Mol file: 863912-06-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about (R)-2-[(1R,2S,6R)-2-(tert-butyldimethylsilyloxy)-6-(prop-1-en-2-yl)cyclohex-3-enyl]propyl pivalate 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: 84.0%

tert-butyldimethylsilyl chloride (18162-48-6) + 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-(prop-1-en-2-yl)cyclohex-3-enyl]propyl pivalate (863912-06-5)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2005.06.005

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:

(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-4-methylcyclohex-3-enyl]propionaldehyde (863912-08-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / diisobutylaluminium hydride / CH₂Cl₂; hexane / 0.75 h / -78 °C

2: 94 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 0 °C

With diisobutylaluminium hydride; Dess-Martin periodane; In hexane; dichloromethane;

DOI:10.1016/j.tet.2005.06.005

upstream raw materials:

tert-butyldimethylsilyl chloride

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

Downstream raw materials:

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

(R)-2-[(1R,2S,6R)-2-(tert-butyldimethylsilyloxy)-6-isopropenyl-4-methylcyclohex-3-enyl]propionaldehyde