154656-98-1

Basic information

• Product Name: [((S)-4-Benzyl-2-oxo-oxazolidine-3-carbonyl)-amino]-acetic acid methyl ester
• Synonyms: [((S)-4-Benzyl-2-oxo-oxazolidine-3-carbonyl)-amino]-acetic acid methyl ester
• CAS NO: 154656-98-1
• Molecular Weight: 292.291
• Mol File: 154656-98-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: [((S)-4-Benzyl-2-oxo-oxazolidine-3-carbonyl)-amino]-acetic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: [((S)-4-Benzyl-2-oxo-oxazolidine-3-carbonyl)-amino]-acetic acid methyl ester(154656-98-1)
• EPA Substance Registry System: [((S)-4-Benzyl-2-oxo-oxazolidine-3-carbonyl)-amino]-acetic acid methyl ester(154656-98-1)

Safety Data

• Hazardous Substances Data: 154656-98-1(Hazardous Substances Data)

Upstream product

• 90719-32-7 (S)-4-Benzyl-2-oxazolidinone 
• 3182-95-4 L-Phenylalaninol 
• 63-91-2 L-phenylalanine 
• 5680-79-5 glycine ethyl ester hydrochloride 
• 139149-49-8 (S)-4-benzyloxazolidin-2-one-3-carbonyl chloride 

Relevant articles and documents

Radical reaction initiated and stereocontrolled by zinc chloride

The reaction of allyltributyltin with methyl 2-[N-((4S)-4-(1-methylethyl)-2-oxazolidinone-3-carbamoyl)amino]-2-bromoacetate (5 a) was accelerated at -50°C in the presence of AIBN and stopped in the presence of galvinoxyl, indicating that the reaction proceeds through a radical mechanism. The reaction was accelerated dramatically at -78°C in the presence of ZnCl2·OEt2, and the ZnCl2-mediated reaction was stopped in the presence of galvinoxyl. In the presence of 2 equiv ZnCl2·OEt2, the reaction afforded methyl (2R)-2-[N-((4SH-(1-methylethyl)-2-oxazolidinone-3-carbamoyl)amino]-4-pentenoate {6a(R)} with high diastereoselectivity (93:7). Taken together, ZnCl2·OEt2 works as a radical initiator as well as chelating agent.