(2S,4R)-benzyl 2-tert-butyl-4-(methylthiomethyl)-5-oxooxazolidine-3-carboxylate

Base Information

• Chemical Name: (2S,4R)-benzyl 2-tert-butyl-4-(methylthiomethyl)-5-oxooxazolidine-3-carboxylate
• CAS No.: 1258543-77-9
• Molecular Formula: C₁₇H₂₃NO₄S
• Molecular Weight: 337.44

Synonyms:(2S,4R)-benzyl 2-tert-butyl-4-(methylthiomethyl)-5-oxooxazolidine-3-carboxylate

Chemical Property of (2S,4R)-benzyl 2-tert-butyl-4-(methylthiomethyl)-5-oxooxazolidine-3-carboxylate

Chemical Property:

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Technology Process of (2S,4R)-benzyl 2-tert-butyl-4-(methylthiomethyl)-5-oxooxazolidine-3-carboxylate

There total 2 articles about (2S,4R)-benzyl 2-tert-butyl-4-(methylthiomethyl)-5-oxooxazolidine-3-carboxylate 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: 32.0%

S-methyl-L-cysteine (1187-84-4,7728-98-5) + pivalaldehyde (630-19-3) + benzyl chloroformate (501-53-1,94274-21-2) → (2S,4R)-benzyl 2-tert-butyl-4-(methylthiomethyl)-5-oxooxazolidine-3-carboxylate (1258543-77-9)

Guidance literature:

S-methyl-L-cysteine; With sodium hydroxide; In water; at 20 ℃; for 0.0833333h;

pivalaldehyde; In hexane; Reflux; Dean-Stark;

benzyl chloroformate; In dichloromethane; at 0 - 20 ℃; for 39h;

DOI:10.1021/acs.orglett.1c02684

Reference yield:

C9H17NO2S + benzyl chloroformate (501-53-1,94274-21-2) → (2S,4R)-benzyl 2-tert-butyl-4-(methylthiomethyl)-5-oxooxazolidine-3-carboxylate (1258543-77-9)

Guidance literature:

In dichloromethane; at 0 - 20 ℃; for 39h; Inert atmosphere;

DOI:10.1039/c0ob00158a

Reference yield: 98.0%

(2S,4R)-benzyl 2-tert-butyl-4-(methylthiomethyl)-5-oxooxazolidine-3-carboxylate (1258543-77-9) → (2S,4R)-benzyl 2-tert-butyl-4-(methylsulfonylmethyl)-5-oxooxazolidine-3-carboxylate (316352-58-6)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1039/c0ob00158a

upstream raw materials:

benzyl chloroformate

S-methyl-L-cysteine

pivalaldehyde

Downstream raw materials:

(2S,4R)-benzyl 2-tert-butyl-4-(methylsulfonylmethyl)-5-oxooxazolidine-3-carboxylate

(2S,4S)-2-(1,1-dimethylethyl)-4-(2-methylpropyl)-5-oxo-3-oxazolidinecarboxylic acid phenylmethyl ester

benzyl (2S,4S)-2-(tert-butyl)-4-isobutyl-5-oxooxazolidine-3-carboxylate

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