(4S,5R)-N-(4-methylbenzenesulfonyl)-4-(2-methylpropyl)-5-vinyloxazolidin-2-one

Base Information

Chemical Name:(4S,5R)-N-(4-methylbenzenesulfonyl)-4-(2-methylpropyl)-5-vinyloxazolidin-2-one
CAS No.:187532-15-6
Molecular Formula:C₁₆H₂₁NO₄S
Molecular Weight:323.413
Hs Code.:

Synonyms:(4S,5R)-N-(4-methylbenzenesulfonyl)-4-(2-methylpropyl)-5-vinyloxazolidin-2-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (4S,5R)-N-(4-methylbenzenesulfonyl)-4-(2-methylpropyl)-5-vinyloxazolidin-2-one

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Technology Process of (4S,5R)-N-(4-methylbenzenesulfonyl)-4-(2-methylpropyl)-5-vinyloxazolidin-2-one

There total 5 articles about (4S,5R)-N-(4-methylbenzenesulfonyl)-4-(2-methylpropyl)-5-vinyloxazolidin-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: 85.0%

: 113982-02-8
(4S,5R)-4-(2-methylpropyl)-5-vinyloxazolidin-2-one

: 98-59-9
p-toluenesulfonyl chloride

: 187532-15-6
(4S,5R)-N-(4-methylbenzenesulfonyl)-4-(2-methylpropyl)-5-vinyloxazolidin-2-one

Guidance literature:: With sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; for 18h; Ambient temperature;
DOI:10.1021/jo961760o

Reference yield:

: 7533-40-6,14438-11-0
(S)-2-amino-4-methylpentan-1-ol

: 187532-15-6
(4S,5R)-N-(4-methylbenzenesulfonyl)-4-(2-methylpropyl)-5-vinyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / Et₃N / dimethylformamide / 18 h / 0 °C

2: 1.) oxalyl chloride, DMSO, 2.) diisopropylethylamine / 1) CH₂Cl₂, -78 deg C, 1 h; 2) CH₂Cl₂, -78 --> 0 deg C, 2 h

3: 74 percent / ZnCl₂ / tetrahydrofuran / 1 h / -78 - 0 °C

4: 13 percent / NaH / tetrahydrofuran; dimethylformamide / 18 h / Ambient temperature

5: 85 percent / NaH / tetrahydrofuran; dimethylformamide / 18 h / Ambient temperature

With oxalyl dichloride; sodium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; zinc(II) chloride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jo961760o

Reference yield:

: 58521-45-2
tert-butoxycarbonyl-L-leucinal

: 187532-15-6
(4S,5R)-N-(4-methylbenzenesulfonyl)-4-(2-methylpropyl)-5-vinyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 74 percent / ZnCl₂ / tetrahydrofuran / 1 h / -78 - 0 °C

2: 13 percent / NaH / tetrahydrofuran; dimethylformamide / 18 h / Ambient temperature

3: 85 percent / NaH / tetrahydrofuran; dimethylformamide / 18 h / Ambient temperature

With sodium hydride; zinc(II) chloride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jo961760o