(S)-4-benzyl-3-((2S,3S,E)-3-(tert-butyldimethylsilyloxy)-5-iodo-4-methyl-2-vinylpent-4-enoyl)oxazolidin-2-one

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Chemical Name:(S)-4-benzyl-3-((2S,3S,E)-3-(tert-butyldimethylsilyloxy)-5-iodo-4-methyl-2-vinylpent-4-enoyl)oxazolidin-2-one
CAS No.:1446120-54-2
Molecular Formula:C₂₄H₃₄INO₄Si
Molecular Weight:555.528
Hs Code.:

Synonyms:(S)-4-benzyl-3-((2S,3S,E)-3-(tert-butyldimethylsilyloxy)-5-iodo-4-methyl-2-vinylpent-4-enoyl)oxazolidin-2-one

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Chemical Property of (S)-4-benzyl-3-((2S,3S,E)-3-(tert-butyldimethylsilyloxy)-5-iodo-4-methyl-2-vinylpent-4-enoyl)oxazolidin-2-one

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Technology Process of (S)-4-benzyl-3-((2S,3S,E)-3-(tert-butyldimethylsilyloxy)-5-iodo-4-methyl-2-vinylpent-4-enoyl)oxazolidin-2-one

There total 2 articles about (S)-4-benzyl-3-((2S,3S,E)-3-(tert-butyldimethylsilyloxy)-5-iodo-4-methyl-2-vinylpent-4-enoyl)oxazolidin-2-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: 92.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 1446120-51-9
(S)-4-benzyl-3-((2S,3S,E)-3-hydroxy-5-iodo-4-methyl-2-vinylpent-4-enoyl)oxazolidin-2-one

: 1446120-54-2
(S)-4-benzyl-3-((2S,3S,E)-3-(tert-butyldimethylsilyloxy)-5-iodo-4-methyl-2-vinylpent-4-enoyl)oxazolidin-2-one

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at -78 ℃; for 2h; Inert atmosphere;
DOI:10.1021/ol401458d

Reference yield:

: 90719-30-5
(4S)-3-((E)-2-butenoyl)-4-benzyl-2-oxazolidinone

: 1446120-54-2
(S)-4-benzyl-3-((2S,3S,E)-3-(tert-butyldimethylsilyloxy)-5-iodo-4-methyl-2-vinylpent-4-enoyl)oxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: triethylamine; di-n-butylboryl trifluoromethanesulfonate / dichloromethane / 2.5 h / -78 - 0 °C / Molecular sieve; Inert atmosphere

1.2: 2 h / -78 - -20 °C / Molecular sieve; Inert atmosphere

2.1: 2,6-dimethylpyridine / dichloromethane / 2 h / -78 °C / Inert atmosphere

With 2,6-dimethylpyridine; di-n-butylboryl trifluoromethanesulfonate; triethylamine; In dichloromethane;
DOI:10.1021/ol401458d

Reference yield:

: 1446120-54-2
(S)-4-benzyl-3-((2S,3S,E)-3-(tert-butyldimethylsilyloxy)-5-iodo-4-methyl-2-vinylpent-4-enoyl)oxazolidin-2-one

: C₂₁H₃₃IO₄SSi

Guidance literature:: Multi-step reaction with 2 steps

1: lithium borohydride / tetrahydrofuran; ethanol / 9 h / 0 - 20 °C

2: triethylamine / dichloromethane / 1 h / -10 °C

With lithium borohydride; triethylamine; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/ol401458d