(3S,4R,5S)-6-[(tert-butyldiphenyl)silyloxy]-3-methoxy-5-methylhex-1-en-4-ol

Base Information

Chemical Name:(3S,4R,5S)-6-[(tert-butyldiphenyl)silyloxy]-3-methoxy-5-methylhex-1-en-4-ol
CAS No.:943981-27-9
Molecular Formula:C₂₄H₃₄O₃Si
Molecular Weight:398.618
Hs Code.:

Synonyms:(3S,4R,5S)-6-[(tert-butyldiphenyl)silyloxy]-3-methoxy-5-methylhex-1-en-4-ol

Suppliers and Price of (3S,4R,5S)-6-[(tert-butyldiphenyl)silyloxy]-3-methoxy-5-methylhex-1-en-4-ol

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Chemical Property of (3S,4R,5S)-6-[(tert-butyldiphenyl)silyloxy]-3-methoxy-5-methylhex-1-en-4-ol

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Technology Process of (3S,4R,5S)-6-[(tert-butyldiphenyl)silyloxy]-3-methoxy-5-methylhex-1-en-4-ol

There total 4 articles about (3S,4R,5S)-6-[(tert-butyldiphenyl)silyloxy]-3-methoxy-5-methylhex-1-en-4-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: 60.0%

: 6044-68-4
3,3-dimethoxyprop-1-ene

: 92817-88-4
(2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropanal

: 943981-27-9
(3S,4R,5S)-6-[(tert-butyldiphenyl)silyloxy]-3-methoxy-5-methylhex-1-en-4-ol

: 6-[(tert-butyldiphenyl)silyloxy]-3-methoxy-5-methylhex-1-en-4-ol

Guidance literature:: With chromium dichloride; trimethylsilyl iodide; In dichloromethane; at -42 ℃; for 6h;
DOI:10.1021/jo070624o

Reference yield:

: 95514-03-7
(S)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propionic acid methyl ester

: 943981-27-9
(3S,4R,5S)-6-[(tert-butyldiphenyl)silyloxy]-3-methoxy-5-methylhex-1-en-4-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / Dibal-H / CH₂Cl₂ / 1 h / 0 °C

2: 99 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 °C

3: 60 percent / iodotrimethylsilane; CrCl₂ / CH₂Cl₂ / 6 h / -42 °C

With chromium dichloride; oxalyl dichloride; trimethylsilyl iodide; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; In dichloromethane; 2: Swern oxidation;
DOI:10.1021/jo070624o

Reference yield:

: 95514-04-8
(R)-3-(tert-butyldiphenylsilyloxy)-2-methylpropan-1-ol

: 943981-27-9
(3S,4R,5S)-6-[(tert-butyldiphenyl)silyloxy]-3-methoxy-5-methylhex-1-en-4-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 99 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 °C

2: 60 percent / iodotrimethylsilane; CrCl₂ / CH₂Cl₂ / 6 h / -42 °C

With chromium dichloride; oxalyl dichloride; trimethylsilyl iodide; dimethyl sulfoxide; triethylamine; In dichloromethane; 1: Swern oxidation;
DOI:10.1021/jo070624o