(R)-4-Methyl-2-((4S,5R)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-pent-4-enoic acid benzyl ester

Base Information

Chemical Name:(R)-4-Methyl-2-((4S,5R)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-pent-4-enoic acid benzyl ester
CAS No.:161633-97-2
Molecular Formula:C₂₈H₂₇NO₄
Molecular Weight:441.527
Hs Code.:

Synonyms:(R)-4-Methyl-2-((4S,5R)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-pent-4-enoic acid benzyl ester

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Chemical Property of (R)-4-Methyl-2-((4S,5R)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-pent-4-enoic acid benzyl ester

Chemical Property:

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MSDS Files:: SDS file from LookChem

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Technology Process of (R)-4-Methyl-2-((4S,5R)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-pent-4-enoic acid benzyl ester

There total 3 articles about (R)-4-Methyl-2-((4S,5R)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-pent-4-enoic acid benzyl 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: 87.0%

: 13291-18-4
isopropenylmagnesium bromide

: 161633-84-7
2-((4S,5R)-2-Oxo-4,5-diphenyl-oxazolidin-3-yl)-acrylic acid benzyl ester

: 161633-97-2
(R)-4-Methyl-2-((4S,5R)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-pent-4-enoic acid benzyl ester

Guidance literature:: With copper(l) iodide; In tetrahydrofuran; a) -78 deg C, 105 min, b) -10 deg C, 30 min;
DOI:10.1021/ja00097a020

Reference yield:

: 161633-83-6
2-((4S,5R)-2-Oxo-4,5-diphenyl-oxazolidin-3-yl)-acrylic acid

: 161633-97-2
(R)-4-Methyl-2-((4S,5R)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-pent-4-enoic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: Et₃N / dimethylformamide / 19 h

2: 87 percent / CuI / tetrahydrofuran / a) -78 deg C, 105 min, b) -10 deg C, 30 min

With copper(l) iodide; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/ja00097a020

Reference yield:

: (4S,5R)-4,5-Diphenyl-3-(1-trimethylstannanyl-vinyl)-oxazolidin-2-one

: 161633-97-2
(R)-4-Methyl-2-((4S,5R)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-pent-4-enoic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) n-BuLi / 1.) THF, Et₂O, pentane, hexane, -100 deg C, 30 min, 2.) THF, Et₂O, pentane, hexane, from -100 deg C to RT

2: Et₃N / dimethylformamide / 19 h

3: 87 percent / CuI / tetrahydrofuran / a) -78 deg C, 105 min, b) -10 deg C, 30 min

With copper(l) iodide; n-butyllithium; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/ja00097a020