(+)-(1R,2S)-methanesulfonic acid 1-(4-bromothiazol-2-yl)-2-(tert-butyldimethylsilyloxy)-2-phenylethyl ester

Base Information

Chemical Name:(+)-(1R,2S)-methanesulfonic acid 1-(4-bromothiazol-2-yl)-2-(tert-butyldimethylsilyloxy)-2-phenylethyl ester
CAS No.:898567-45-8
Molecular Formula:C₁₈H₂₆BrNO₄S₂Si
Molecular Weight:492.53
Hs Code.:

Synonyms:(+)-(1R,2S)-methanesulfonic acid 1-(4-bromothiazol-2-yl)-2-(tert-butyldimethylsilyloxy)-2-phenylethyl ester

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Chemical Property of (+)-(1R,2S)-methanesulfonic acid 1-(4-bromothiazol-2-yl)-2-(tert-butyldimethylsilyloxy)-2-phenylethyl ester

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Technology Process of (+)-(1R,2S)-methanesulfonic acid 1-(4-bromothiazol-2-yl)-2-(tert-butyldimethylsilyloxy)-2-phenylethyl ester

There total 3 articles about (+)-(1R,2S)-methanesulfonic acid 1-(4-bromothiazol-2-yl)-2-(tert-butyldimethylsilyloxy)-2-phenylethyl ester 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: 89.0%

: 898567-44-7
(+)-(1R,2S)-1-(4-bromothiazol-2-yl)-2-(tert-butyldimethylsilyloxy)-2-phenylethanol

: 124-63-0
methanesulfonyl chloride

: 898567-45-8
(+)-(1R,2S)-methanesulfonic acid 1-(4-bromothiazol-2-yl)-2-(tert-butyldimethylsilyloxy)-2-phenylethyl ester

Guidance literature:: With triethylamine; In dichloromethane; at -78 ℃; for 1h;
DOI:10.1021/jo060462g

Reference yield:

: 898567-43-6
(-)-(2S)-1-(4-bromothiazol-2-yl)-2-(t-butyldimethylsilyloxy)-2-phenylethanone

: 898567-45-8
(+)-(1R,2S)-methanesulfonic acid 1-(4-bromothiazol-2-yl)-2-(tert-butyldimethylsilyloxy)-2-phenylethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: L-selectride / tetrahydrofuran / 1 h / -78 °C

2: 89 percent / triethylamine / CH₂Cl₂ / 1 h / -78 °C

With L-Selectride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo060462g

Reference yield:

: 135348-18-4
(S)-(tert-butyl-dimethyl-silanyloxy)-phenyl-acetic acid ethyl ester

: 898567-45-8
(+)-(1R,2S)-methanesulfonic acid 1-(4-bromothiazol-2-yl)-2-(tert-butyldimethylsilyloxy)-2-phenylethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-BuLi / hexane; diethyl ether / 2 h / -78 °C

1.2: 92 percent / diethyl ether; hexane / -78 - 0 °C

2.1: L-selectride / tetrahydrofuran / 1 h / -78 °C

3.1: 89 percent / triethylamine / CH₂Cl₂ / 1 h / -78 °C

With n-butyllithium; L-Selectride; triethylamine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane;
DOI:10.1021/jo060462g