(2S,3R,4S,5S)-7-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-4-methyl-2-vinyl-heptan-1-ol

Base Information

Chemical Name:(2S,3R,4S,5S)-7-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-4-methyl-2-vinyl-heptan-1-ol
CAS No.:911837-40-6
Molecular Formula:C₃₁H₄₈O₅Si
Molecular Weight:528.805
Hs Code.:

Synonyms:(2S,3R,4S,5S)-7-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-4-methyl-2-vinyl-heptan-1-ol

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Chemical Property of (2S,3R,4S,5S)-7-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-4-methyl-2-vinyl-heptan-1-ol

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Technology Process of (2S,3R,4S,5S)-7-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-4-methyl-2-vinyl-heptan-1-ol

There total 8 articles about (2S,3R,4S,5S)-7-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-4-methyl-2-vinyl-heptan-1-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: 95.0%

: 911837-39-3
{(1S,2S)-1-(2-Benzyloxy-ethyl)-2-[(4R,5S)-2-(4-methoxy-phenyl)-5-vinyl-[1,3]dioxan-4-yl]-propoxy}-tert-butyl-dimethyl-silane

: 911837-40-6
(2S,3R,4S,5S)-7-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-4-methyl-2-vinyl-heptan-1-ol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at 0 ℃;
DOI:10.1016/j.tetlet.2006.06.173

Reference yield:

: 872369-16-9
(?)-(2S,3S)-5-(benzyloxy)-3-(tert-butyldimethylsilyloxy)-2-methylpentan-1-ol

: 911837-40-6
(2S,3R,4S,5S)-7-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-4-methyl-2-vinyl-heptan-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / Bu₂BOTf; Et₃N

2: 93 percent / NaBH₄ / tetrahydrofuran; H₂O

3: 95 percent / CSA / CH₂Cl₂

4: 95 percent / DIBAL-H / CH₂Cl₂ / 0 °C

With sodium tetrahydroborate; di-n-butylboryl trifluoromethanesulfonate; camphor-10-sulfonic acid; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; dichloromethane; water; 1: Swern oxidation / 2: Evans aldol condensation;
DOI:10.1016/j.tetlet.2006.06.173

Reference yield:

: 872369-17-0
(2R,3S)-5-(benzyloxy)-3-(tert-butyldimethylsilyloxy)-2-methylpentanal

: 911837-40-6
(2S,3R,4S,5S)-7-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-4-methyl-2-vinyl-heptan-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / Bu₂BOTf; Et₃N

2: 93 percent / NaBH₄ / tetrahydrofuran; H₂O

3: 95 percent / CSA / CH₂Cl₂

4: 95 percent / DIBAL-H / CH₂Cl₂ / 0 °C

With sodium tetrahydroborate; di-n-butylboryl trifluoromethanesulfonate; camphor-10-sulfonic acid; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; dichloromethane; water; 1: Evans aldol condensation;
DOI:10.1016/j.tetlet.2006.06.173