(2S,4S)-3-benzyloxycarbonyl-4-methyl-4-(2-oxoethyl)-2-phenyloxazolidin-5-one

Base Information

Chemical Name:(2S,4S)-3-benzyloxycarbonyl-4-methyl-4-(2-oxoethyl)-2-phenyloxazolidin-5-one
CAS No.:951172-60-4
Molecular Formula:C₂₀H₁₉NO₅
Molecular Weight:353.375
Hs Code.:

Synonyms:(2S,4S)-3-benzyloxycarbonyl-4-methyl-4-(2-oxoethyl)-2-phenyloxazolidin-5-one

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Chemical Property of (2S,4S)-3-benzyloxycarbonyl-4-methyl-4-(2-oxoethyl)-2-phenyloxazolidin-5-one

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Technology Process of (2S,4S)-3-benzyloxycarbonyl-4-methyl-4-(2-oxoethyl)-2-phenyloxazolidin-5-one

There total 4 articles about (2S,4S)-3-benzyloxycarbonyl-4-methyl-4-(2-oxoethyl)-2-phenyloxazolidin-5-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: 82.0%

: 951172-59-1
(2S,4S)-3-benzyloxycarbonyl-4-methyl-2-phenyl-4-(prop-2-enyl)oxazolidin-5-one

: 951172-60-4
(2S,4S)-3-benzyloxycarbonyl-4-methyl-4-(2-oxoethyl)-2-phenyloxazolidin-5-one

Guidance literature:: (2S,4S)-3-benzyloxycarbonyl-4-methyl-2-phenyl-4-(prop-2-enyl)oxazolidin-5-one; With ozone; In dichloromethane; for 0.75h;

With dimethylsulfide; In dichloromethane; at -78 ℃; for 0.5h; Further stages.;
DOI:10.1021/jo071074x

Reference yield:

: 171860-41-6
(S,S)-4-methyl-5-oxo-2-phenyl-oxazolidine-3-carboxylic acid benzyl ester

: 951172-60-4
(2S,4S)-3-benzyloxycarbonyl-4-methyl-4-(2-oxoethyl)-2-phenyloxazolidin-5-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium hexamethyldisilazide / tetrahydrofuran / 0.25 h / -78 °C

1.2: 91 percent / tetrahydrofuran / 21 h / -78 - 20 °C

2.1: ozone / CH₂Cl₂ / 0.75 h

2.2: 82 percent / dimethyl sulfide / CH₂Cl₂ / 0.5 h / -78 °C

With ozone; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo071074x

Reference yield:

: 1142-20-7
N-Cbz-Ala

: 951172-60-4
(2S,4S)-3-benzyloxycarbonyl-4-methyl-4-(2-oxoethyl)-2-phenyloxazolidin-5-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: thionyl chloride / tetrahydrofuran / 0.5 h / 0 °C

1.2: 3 h / 0 °C

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 1.33 h / -78 °C

2.2: 15 h / -78 - 20 °C

3.1: ozone / dichloromethane / -78 °C / Inert atmosphere

3.2: 1 h / -78 °C

With thionyl chloride; ozone; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;