(4S)-4-benzyl-3-[(2R)-4-bromo-2-methyl-4-pentenoyl]-1,3-oxazolidin-2-one

Base Information

Chemical Name:(4S)-4-benzyl-3-[(2R)-4-bromo-2-methyl-4-pentenoyl]-1,3-oxazolidin-2-one
CAS No.:1330680-67-5
Molecular Formula:C₁₆H₁₈BrNO₃
Molecular Weight:352.228
Hs Code.:

Synonyms:(4S)-4-benzyl-3-[(2R)-4-bromo-2-methyl-4-pentenoyl]-1,3-oxazolidin-2-one

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Chemical Property of (4S)-4-benzyl-3-[(2R)-4-bromo-2-methyl-4-pentenoyl]-1,3-oxazolidin-2-one

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Technology Process of (4S)-4-benzyl-3-[(2R)-4-bromo-2-methyl-4-pentenoyl]-1,3-oxazolidin-2-one

There total 1 articles about (4S)-4-benzyl-3-[(2R)-4-bromo-2-methyl-4-pentenoyl]-1,3-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: 74.0%

: 131685-53-5,101711-78-8
(S)-4-benzyl-3-propionyl-2-oxazolidinone

: 513-31-5
2-bromoallyl bromide

: 1330680-67-5
(4S)-4-benzyl-3-[(2R)-4-bromo-2-methyl-4-pentenoyl]-1,3-oxazolidin-2-one

Guidance literature:: (S)-4-benzyl-3-propionyl-2-oxazolidinone; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

2-bromoallyl bromide; In tetrahydrofuran; at -78 ℃; for 2h; Inert atmosphere;
DOI:10.1021/ol2020187

Reference yield:

: 1330680-67-5
(4S)-4-benzyl-3-[(2R)-4-bromo-2-methyl-4-pentenoyl]-1,3-oxazolidin-2-one

: 1330680-49-3
(2S,3R)-3-tert-butyldimethylsilyloxymethyl-2-((6R,2E)-7-tert-butyldiphenylsilyloxy-6-methyl-4-methylene-2-hepten-2-yl)-2-methyloxirane

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium tetrahydroborate / tetrahydrofuran / 20 °C / pH 7 / Inert atmosphere

2.1: 1H-imidazole / dichloromethane / Inert atmosphere

3.1: tert.-butyl lithium / tetrahydrofuran; pentane / -78 - 0 °C / Inert atmosphere

3.2: 0.33 h / 0 °C / Inert atmosphere

3.3: 0 - 20 °C / Inert atmosphere

With 1H-imidazole; sodium tetrahydroborate; tert.-butyl lithium; In tetrahydrofuran; dichloromethane; pentane; 3.3: Negishi coupling reaction;
DOI:10.1021/ol2020187

Reference yield:

: 1330680-67-5
(4S)-4-benzyl-3-[(2R)-4-bromo-2-methyl-4-pentenoyl]-1,3-oxazolidin-2-one

: 1330680-68-6
(R)-2-bromo-5-(tert-butyldiphenylsilyloxy)-4-methyl-1-pentene

Guidance literature:: Multi-step reaction with 2 steps

1: sodium tetrahydroborate / tetrahydrofuran / 20 °C / pH 7 / Inert atmosphere

2: 1H-imidazole / dichloromethane / Inert atmosphere

With 1H-imidazole; sodium tetrahydroborate; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol2020187