benzyl 2β-(tert-butyldimethylsilyloxy)-3β-hydroxyolean-12-en-28-oate

Base Information

• Chemical Name: benzyl 2β-(tert-butyldimethylsilyloxy)-3β-hydroxyolean-12-en-28-oate
• CAS No.: 1073520-68-9
• Molecular Formula: C₄₃H₆₈O₄Si
• Molecular Weight: 677.096
• Mol file: 1073520-68-9.mol

Synonyms:benzyl 2β-(tert-butyldimethylsilyloxy)-3β-hydroxyolean-12-en-28-oate

Chemical Property of benzyl 2β-(tert-butyldimethylsilyloxy)-3β-hydroxyolean-12-en-28-oate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 2β-(tert-butyldimethylsilyloxy)-3β-hydroxyolean-12-en-28-oate

There total 2 articles about benzyl 2β-(tert-butyldimethylsilyloxy)-3β-hydroxyolean-12-en-28-oate 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: 73.0%

2β,3β-dihydroxyolean-12-en-28-oic acid benzyl ester (1034619-10-7) + tert-butyldimethylsilyl chloride (18162-48-6) → benzyl 2β-(tert-butyldimethylsilyloxy)-3β-hydroxyolean-12-en-28-oate (1073520-68-9) + benzyl 3β-(tert-butyldimethylsilyloxy)-2β-hydroxyolean-12-en-28-oate (1073520-69-0)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 - 43 ℃; stereoselective reaction;

DOI:10.1021/np8003886

Reference yield: 46.0%

benzyl 2β-(tert-butyldimethylsilyloxy)-3-oxoolean-12-en-28-oate (1073520-70-3) → benzyl 2β-(tert-butyldimethylsilyloxy)-3α-hydroxyolean-12-en-28-oate (1073520-72-5) + benzyl 2β-(tert-butyldimethylsilyloxy)-3β-hydroxyolean-12-en-28-oate (1073520-68-9)

Guidance literature:

With aluminum (III) chloride; aluminum isopropoxide; In isopropyl alcohol; at 30 ℃; Reflux;

DOI:10.1021/np8003886

Reference yield: 66.0%

benzyl 2β-(tert-butyldimethylsilyloxy)-3β-hydroxyolean-12-en-28-oate (1073520-68-9) → benzyl 2β-(tert-butyldimethylsilyloxy)-3-oxoolean-12-en-28-oate (1073520-70-3)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 0 - 40 ℃;

DOI:10.1021/np8003886

upstream raw materials:

2β,3β-dihydroxyolean-12-en-28-oic acid benzyl ester

tert-butyldimethylsilyl chloride

benzyl 2β-(tert-butyldimethylsilyloxy)-3-oxoolean-12-en-28-oate

Downstream raw materials:

benzyl 2β-(tert-butyldimethylsilyloxy)-3-oxoolean-12-en-28-oate