(2S,3R,4S)-5-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-pentan-1-ol

Base Information

Chemical Name:(2S,3R,4S)-5-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-pentan-1-ol
CAS No.:625109-65-1
Molecular Formula:C₂₁H₃₈O₄Si
Molecular Weight:382.616
Hs Code.:

Synonyms:(2S,3R,4S)-5-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-pentan-1-ol

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Chemical Property of (2S,3R,4S)-5-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-pentan-1-ol

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Technology Process of (2S,3R,4S)-5-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-pentan-1-ol

There total 4 articles about (2S,3R,4S)-5-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-pentan-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: 65.0%

: 475143-05-6
ethyl (2R,3S,4S)-5-(tert-butyldimethylsiloxy)-3-(4-methoxybenzyloxy)-2,4-dimethylpentanoate

: 184292-01-1
(2R,3S,4S)-5-(tert-butyldimethylsiloxy)-3-(4-methoxybenzyloxy)-2,4-dimethylpentanal

: 625109-65-1
(2S,3R,4S)-5-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-pentan-1-ol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; toluene; at -78 ℃; for 2h;
DOI:10.1021/jo034901c

Reference yield:

: 374896-36-3
ethyl (2R,3S,4S)-2-bromo-5-(tert-butyldimethylsiloxy)-3-hydroxy-2,4-dimethylpentanoate

: 625109-65-1
(2S,3R,4S)-5-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-pentan-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / Mg; ethelene dibromide; Bu₃SnH / Et₃B / CH₂Cl₂; diethyl ether / 2 h / 0 °C

2: 60 percent / TfOH / diethyl ether / 20 h / 20 °C

3: DIBALH / CH₂Cl₂; toluene / 2 h / -78 °C

With trifluorormethanesulfonic acid; tri-n-butyl-tin hydride; diisobutylaluminium hydride; magnesium; ethylene dibromide; triethyl borane; In diethyl ether; dichloromethane; toluene;
DOI:10.1021/jo034901c

Reference yield:

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 625109-65-1
(2S,3R,4S)-5-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-pentan-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 60 percent / TfOH / diethyl ether / 20 h / 20 °C

2: DIBALH / CH₂Cl₂; toluene / 2 h / -78 °C

With trifluorormethanesulfonic acid; diisobutylaluminium hydride; In diethyl ether; dichloromethane; toluene;
DOI:10.1021/jo034901c