ethyl (2R,3S,4S)-5-(tert-butyldimethylsiloxy)-3-(4-methoxybenzyloxy)-2,4-dimethylpentanoate

Base Information

Chemical Name:ethyl (2R,3S,4S)-5-(tert-butyldimethylsiloxy)-3-(4-methoxybenzyloxy)-2,4-dimethylpentanoate
CAS No.:475143-05-6
Molecular Formula:C₂₃H₄₀O₅Si
Molecular Weight:424.653
Hs Code.:

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

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Chemical Property of ethyl (2R,3S,4S)-5-(tert-butyldimethylsiloxy)-3-(4-methoxybenzyloxy)-2,4-dimethylpentanoate

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Technology Process of ethyl (2R,3S,4S)-5-(tert-butyldimethylsiloxy)-3-(4-methoxybenzyloxy)-2,4-dimethylpentanoate

There total 6 articles about ethyl (2R,3S,4S)-5-(tert-butyldimethylsiloxy)-3-(4-methoxybenzyloxy)-2,4-dimethylpentanoate 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: 67.0%

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

: 475051-45-7
(2R,3S,4S)-5-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-2,4-dimethyl-pentanoic acid ethyl ester

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

Guidance literature:: With trifluorormethanesulfonic acid; In diethyl ether; at 20 ℃; for 15h;
DOI:10.1016/S0040-4039(02)01373-4

Reference yield: 60.0%

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

: ethyl (3S,4S)-5-(tert-butyldimethylsiloxy)-2,4-dimethyl-3-hydroxy-pentanoate

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

Guidance literature:: With trifluorormethanesulfonic acid; In diethyl ether; at 20 ℃; for 20h;
DOI:10.1021/jo034901c

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 2 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

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