(R)-1-tert-butyldiphenylsilyloxy-3-hydroxy-3,7-dimethyl-6-octen-2-one

Base Information

• Chemical Name: (R)-1-tert-butyldiphenylsilyloxy-3-hydroxy-3,7-dimethyl-6-octen-2-one
• CAS No.: 443361-62-4
• Molecular Formula: C₂₆H₃₆O₃Si
• Molecular Weight: 424.656
• Mol file: 443361-62-4.mol

Synonyms:(R)-1-tert-butyldiphenylsilyloxy-3-hydroxy-3,7-dimethyl-6-octen-2-one

Chemical Property of (R)-1-tert-butyldiphenylsilyloxy-3-hydroxy-3,7-dimethyl-6-octen-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-1-tert-butyldiphenylsilyloxy-3-hydroxy-3,7-dimethyl-6-octen-2-one

There total 11 articles about (R)-1-tert-butyldiphenylsilyloxy-3-hydroxy-3,7-dimethyl-6-octen-2-one 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: 83.0%

(2S,3R)-1-(tert-butyldiphenylsilyloxy)-3,7-dimethyl-6-octene-2,3-diol (1609197-51-4) → (R)-1-tert-butyldiphenylsilyloxy-3-hydroxy-3,7-dimethyl-6-octen-2-one (443361-62-4)

Guidance literature:

With sulfur trioxide pyridine complex; triethylamine; In dichloromethane; dimethyl sulfoxide; at 0 - 25 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.tetasy.2013.12.018

Reference yield:

linalool (126-91-0) → (R)-1-tert-butyldiphenylsilyloxy-3-hydroxy-3,7-dimethyl-6-octen-2-one (443361-62-4)

Guidance literature:

Multi-step reaction with 4 steps

1: tBuOOH / VO(acac)2

2: HClO₄ / dimethylformamide

3: imidazole

With 1H-imidazole; tert.-butylhydroperoxide; perchloric acid; bis(acetylacetonate)oxovanadium; In N,N-dimethyl-formamide; 4: Swern oxidation;

DOI:10.1016/S0040-4039(02)00349-0

Reference yield:

(2R,3R)-1-(tert-butyldiphenylsilyloxy)-3,7-dimethyl-6-octene-2,3-diol (859436-76-3) → (R)-1-tert-butyldiphenylsilyloxy-3-hydroxy-3,7-dimethyl-6-octen-2-one (443361-62-4)

Guidance literature:

With sulfur trioxide pyridine complex; dimethyl sulfoxide; triethylamine; In dichloromethane; at 0 - 20 ℃; for 24h;

DOI:10.1016/j.tetasy.2005.03.030

upstream raw materials:

1-(tert-butyl-diphenyl-silanyloxy)-3,7-dimethyl-oct-6-ene-2,3-diol

(2R,3R)-1-(tert-butyldiphenylsilyloxy)-3,7-dimethyl-6-octene-2,3-diol

(2R,3S)-3,7-dimethyl-2,3-epoxy-6-octenyl acetate

(2S,3R)-3,7-dimethyl-2,3-epoxy-6-octenyl acetate