(2S,3S,4R)-1-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxymethoxymethyl)-4-methyl-hex-5-en-3-ol

Base Information

Chemical Name:(2S,3S,4R)-1-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxymethoxymethyl)-4-methyl-hex-5-en-3-ol
CAS No.:152669-31-3
Molecular Formula:C₂₃H₄₀O₅Si
Molecular Weight:424.653
Hs Code.:

Synonyms:(2S,3S,4R)-1-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxymethoxymethyl)-4-methyl-hex-5-en-3-ol

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Chemical Property of (2S,3S,4R)-1-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxymethoxymethyl)-4-methyl-hex-5-en-3-ol

Chemical Property:

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Technology Process of (2S,3S,4R)-1-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxymethoxymethyl)-4-methyl-hex-5-en-3-ol

There total 3 articles about (2S,3S,4R)-1-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxymethoxymethyl)-4-methyl-hex-5-en-3-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:

: (2S,4R)-1-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxymethoxymethyl)-4-methyl-hex-5-en-3-one

: (2S,3R,4R)-1-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxymethoxymethyl)-4-methyl-hex-5-en-3-ol

: 152669-31-3
(2S,3S,4R)-1-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxymethoxymethyl)-4-methyl-hex-5-en-3-ol

Guidance literature:: With diisobutylaluminium hydride; magnesium bromide; In diethyl ether; at -78 ℃; Yield given;
DOI:10.1016/S0040-4039(00)73941-4

Reference yield:

: 31197-41-8,76505-19-6
crotyltributylstannane

: 152669-29-9
(S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxymethoxymethyl)-propionaldehyde

: (2S,3R,4R)-1-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxymethoxymethyl)-4-methyl-hex-5-en-3-ol

: (2S,3R,4S)-1-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxymethoxymethyl)-4-methyl-hex-5-en-3-ol

: 152669-31-3
(2S,3S,4R)-1-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxymethoxymethyl)-4-methyl-hex-5-en-3-ol

: (2S,3S,4S)-1-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxymethoxymethyl)-4-methyl-hex-5-en-3-ol

Guidance literature:: With magnesium bromide; In dichloromethane; at -78 - -20 ℃; Yield given. Yields of byproduct given;
DOI:10.1016/S0040-4039(00)73941-4

Reference yield:

: (S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxymethoxymethyl)-propan-1-ol

: 152669-31-3
(2S,3S,4R)-1-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxymethoxymethyl)-4-methyl-hex-5-en-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1: (COCl)2, DMSO, EtN(iPr)2 / CH₂Cl₂ / -78 °C

2: MgBr₂*Et₂O / CH₂Cl₂ / -78 - -20 °C

With oxalyl dichloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; magnesium bromide; In dichloromethane;
DOI:10.1016/S0040-4039(00)73941-4