tert-Butyl-{(1S,2S)-1-[(S)-1-(4-methoxy-benzyloxy)-ethyl]-2-methyl-but-3-enyloxy}-dimethyl-silane

Base Information

Chemical Name:tert-Butyl-{(1S,2S)-1-[(S)-1-(4-methoxy-benzyloxy)-ethyl]-2-methyl-but-3-enyloxy}-dimethyl-silane
CAS No.:344796-30-1
Molecular Formula:C₂₁H₃₆O₃Si
Molecular Weight:364.601
Hs Code.:

Synonyms:tert-Butyl-{(1S,2S)-1-[(S)-1-(4-methoxy-benzyloxy)-ethyl]-2-methyl-but-3-enyloxy}-dimethyl-silane

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Chemical Property of tert-Butyl-{(1S,2S)-1-[(S)-1-(4-methoxy-benzyloxy)-ethyl]-2-methyl-but-3-enyloxy}-dimethyl-silane

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Technology Process of tert-Butyl-{(1S,2S)-1-[(S)-1-(4-methoxy-benzyloxy)-ethyl]-2-methyl-but-3-enyloxy}-dimethyl-silane

There total 5 articles about tert-Butyl-{(1S,2S)-1-[(S)-1-(4-methoxy-benzyloxy)-ethyl]-2-methyl-but-3-enyloxy}-dimethyl-silane 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: 62.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 99438-29-6
(-)-(E)-crotyldiisopinocamphenylborane

: 126361-27-1
(S)-(p-methoxybenzyloxy)propanal

: C₁₆H₃₂OSi

: 344796-30-1
tert-Butyl-{(1S,2S)-1-[(S)-1-(4-methoxy-benzyloxy)-ethyl]-2-methyl-but-3-enyloxy}-dimethyl-silane

Guidance literature:: (-)-(E)-crotyldiisopinocamphenylborane; (S)-(p-methoxybenzyloxy)propanal; With sodium hydroxide; dihydrogen peroxide;

t-butyldimethylsiyl triflate; With triethylamine; Further stages.;
DOI:10.1016/j.tetlet.2007.08.075

Reference yield:

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

: 344796-30-1
tert-Butyl-{(1S,2S)-1-[(S)-1-(4-methoxy-benzyloxy)-ethyl]-2-methyl-but-3-enyloxy}-dimethyl-silane

Guidance literature:: Multi-step reaction with 4 steps

1.1: 91 percent / 0-camphorsulfonic acid / CH₂Cl₂ / 2 h / 25 °C

2.1: 90 percent / DIBAL / CH₂Cl₂ / 1 h / -98 °C

3.1: BF₃*Et₂O / diethyl ether; tetrahydrofuran; hexane / 3 h / -78 °C

3.2: ethanolamine / diethyl ether; tetrahydrofuran; hexane / -78 - 25 °C

4.1: 4.72 g / Et₃N / CH₂Cl₂ / 1 h / -30 °C

With boron trifluoride diethyl etherate; diisobutylaluminium hydride; triethylamine; camphor-10-sulfonic acid; In tetrahydrofuran; diethyl ether; hexane; dichloromethane;
DOI:10.1021/ol0100273