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

Base Information

Chemical Name:(3S,4R,5S)-4-acetoxy-6-[(tert-butyldiphenyl)silyloxy]-3-methoxy-5-methylhex-1-ene
CAS No.:943981-28-0
Molecular Formula:C₂₆H₃₆O₄Si
Molecular Weight:440.655
Hs Code.:

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

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

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

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

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

: 108-24-7
acetic anhydride

: 943981-28-0
(3S,4R,5S)-4-acetoxy-6-[(tert-butyldiphenyl)silyloxy]-3-methoxy-5-methylhex-1-ene

Guidance literature:: With dmap; triethylamine; In dichloromethane; for 3h;
DOI:10.1021/jo070624o

Reference yield:

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

: 943981-28-0
(3S,4R,5S)-4-acetoxy-6-[(tert-butyldiphenyl)silyloxy]-3-methoxy-5-methylhex-1-ene

Guidance literature:: Multi-step reaction with 2 steps

1: 60 percent / iodotrimethylsilane; CrCl₂ / CH₂Cl₂ / 6 h / -42 °C

2: 92 percent / DMAP; Et₃N / CH₂Cl₂ / 3 h

With chromium dichloride; dmap; trimethylsilyl iodide; triethylamine; In dichloromethane;
DOI:10.1021/jo070624o

Reference yield:

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

: 943981-28-0
(3S,4R,5S)-4-acetoxy-6-[(tert-butyldiphenyl)silyloxy]-3-methoxy-5-methylhex-1-ene

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: 92 percent / DMAP; Et₃N / CH₂Cl₂ / 3 h

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