(2S,4S,5R)-2-(1-Methoxycarbonylmethyl-butyl)-4-methyl-5-phenyl-oxazolidine-3-carboxylic acid benzyl ester

Base Information

Chemical Name:(2S,4S,5R)-2-(1-Methoxycarbonylmethyl-butyl)-4-methyl-5-phenyl-oxazolidine-3-carboxylic acid benzyl ester
CAS No.:105140-32-7
Molecular Formula:C₂₅H₃₁NO₅
Molecular Weight:425.525
Hs Code.:

Synonyms:(2S,4S,5R)-2-(1-Methoxycarbonylmethyl-butyl)-4-methyl-5-phenyl-oxazolidine-3-carboxylic acid benzyl ester

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Chemical Property of (2S,4S,5R)-2-(1-Methoxycarbonylmethyl-butyl)-4-methyl-5-phenyl-oxazolidine-3-carboxylic acid benzyl ester

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Technology Process of (2S,4S,5R)-2-(1-Methoxycarbonylmethyl-butyl)-4-methyl-5-phenyl-oxazolidine-3-carboxylic acid benzyl ester

There total 8 articles about (2S,4S,5R)-2-(1-Methoxycarbonylmethyl-butyl)-4-methyl-5-phenyl-oxazolidine-3-carboxylic 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: 90.0%

: 105140-31-6
(2S,4S,5R)-2-((S)-1-Methoxycarbonylmethyl-but-3-enyl)-4-methyl-5-phenyl-oxazolidine-3-carboxylic acid benzyl ester

: 105140-32-7
(2S,4S,5R)-2-((S)-1-Methoxycarbonylmethyl-butyl)-4-methyl-5-phenyl-oxazolidine-3-carboxylic acid benzyl ester

Guidance literature:: With hydrogen; Rh/Al₂O₃; In tetrahydrofuran; for 0.5h; under 760 Torr; Ambient temperature;
DOI:10.1021/jo00243a002

Reference yield:

: 32815-00-2
monofumaraldehyde dimethylacetal monomethylester

: 105140-32-7
(2S,4S,5R)-2-((S)-1-Methoxycarbonylmethyl-butyl)-4-methyl-5-phenyl-oxazolidine-3-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: BF₃*Et₂O / benzene / 0.25 h / Ambient temperature

2: 1.) CuBr*Me₂S / 1.) Et₂O, Me₂S, -78 deg C, 45 min, 2.) Et₂O, Me₂S, from -78 to 25 deg C

3: 90 percent / H₂ / 5percent Rh/Al₂O₃ / tetrahydrofuran / 0.5 h / 760 Torr / Ambient temperature

With copper(I) bromide dimethylsulfide complex; boron trifluoride diethyl etherate; hydrogen; Rh/Al₂O₃; In tetrahydrofuran; benzene;
DOI:10.1021/jo00243a002

Reference yield:

: 105226-55-9
(2S,4S,5R)-2-((E)-2-Methoxycarbonyl-vinyl)-4-methyl-5-phenyl-oxazolidine-3-carboxylic acid benzyl ester

: 105140-32-7
(2S,4S,5R)-2-((S)-1-Methoxycarbonylmethyl-butyl)-4-methyl-5-phenyl-oxazolidine-3-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) CuBr*Me₂S / 1.) Et₂O, Me₂S, -78 deg C, 45 min, 2.) Et₂O, Me₂S, from -78 to 25 deg C

2: 90 percent / H₂ / 5percent Rh/Al₂O₃ / tetrahydrofuran / 0.5 h / 760 Torr / Ambient temperature

With copper(I) bromide dimethylsulfide complex; hydrogen; Rh/Al₂O₃; In tetrahydrofuran;
DOI:10.1021/jo00243a002