(2S,3R)-1-((S)-4-benzyl-2-thioxothiazolidin-3-yl)-5-(tert-butyldiphenylsilyloxy)-3-hydroxy-2-methylpentan-1-one

Base Information

Chemical Name:(2S,3R)-1-((S)-4-benzyl-2-thioxothiazolidin-3-yl)-5-(tert-butyldiphenylsilyloxy)-3-hydroxy-2-methylpentan-1-one
CAS No.:1415934-52-9
Molecular Formula:C₃₂H₃₉NO₃S₂Si
Molecular Weight:577.884
Hs Code.:

Synonyms:(2S,3R)-1-((S)-4-benzyl-2-thioxothiazolidin-3-yl)-5-(tert-butyldiphenylsilyloxy)-3-hydroxy-2-methylpentan-1-one

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Chemical Property of (2S,3R)-1-((S)-4-benzyl-2-thioxothiazolidin-3-yl)-5-(tert-butyldiphenylsilyloxy)-3-hydroxy-2-methylpentan-1-one

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Technology Process of (2S,3R)-1-((S)-4-benzyl-2-thioxothiazolidin-3-yl)-5-(tert-butyldiphenylsilyloxy)-3-hydroxy-2-methylpentan-1-one

There total 1 articles about (2S,3R)-1-((S)-4-benzyl-2-thioxothiazolidin-3-yl)-5-(tert-butyldiphenylsilyloxy)-3-hydroxy-2-methylpentan-1-one 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: 76.0%

: 112897-03-7
3-(tert-butyldiphenylsilyloxy)-1-propanal

: 263764-23-4,863324-53-2
(S)-3-propanoyl-4-benzyl-1,3-thiazolidine-2-thione

: 1415934-52-9
(2S,3R)-1-((S)-4-benzyl-2-thioxothiazolidin-3-yl)-5-(tert-butyldiphenylsilyloxy)-3-hydroxy-2-methylpentan-1-one

Guidance literature:: (S)-3-propanoyl-4-benzyl-1,3-thiazolidine-2-thione; With titanium tetrachloride; In dichloromethane; at 0 ℃; for 0.0833333h; Inert atmosphere;

With N-ethyl-N,N-diisopropylamine; In 1-methyl-pyrrolidin-2-one; dichloromethane; at 0 ℃; for 0.916667h; Inert atmosphere;

3-(tert-butyldiphenylsilyloxy)-1-propanal; In 1-methyl-pyrrolidin-2-one; dichloromethane; at -78 - 0 ℃; for 3h; Inert atmosphere;
DOI:10.1021/ol3030692

Reference yield: 68.0%

: 1415934-52-9
(2S,3R)-1-((S)-4-benzyl-2-thioxothiazolidin-3-yl)-5-(tert-butyldiphenylsilyloxy)-3-hydroxy-2-methylpentan-1-one

: 955030-34-9
(2R,3R)-5-((tert-butyldiphenylsilyl)oxy)-2-methylpentane-1,3-diol

Guidance literature:: With sodium tetrahydroborate; In tetrahydrofuran; ethanol; at 20 ℃; for 3h; Inert atmosphere;
DOI:10.1021/ol3030692

Reference yield:

: 1415934-52-9
(2S,3R)-1-((S)-4-benzyl-2-thioxothiazolidin-3-yl)-5-(tert-butyldiphenylsilyloxy)-3-hydroxy-2-methylpentan-1-one

: 955030-51-0
tert-butyl(2-((4R,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)ethoxy)diphenylsilanediol

Guidance literature:: Multi-step reaction with 2 steps

1: sodium tetrahydroborate / tetrahydrofuran; ethanol / 3 h / 20 °C / Inert atmosphere

2: 10-camphorsufonic acid / dichloromethane / 12 h / 20 °C

With sodium tetrahydroborate; 10-camphorsufonic acid; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/ol3030692