402828-06-2

Basic information

• Product Name: Butanoic acid, [(2R)-2-(4-methylphenyl)-4-oxo-1-azetidinyl]methyl ester
• CAS NO: 402828-06-2
• Molecular Formula: C15H19NO3
• Molecular Weight: 261.321
• Mol File: 402828-06-2.mol

Chemical Properties

• CAS DataBase Reference: Butanoic acid, [(2R)-2-(4-methylphenyl)-4-oxo-1-azetidinyl]methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Butanoic acid, [(2R)-2-(4-methylphenyl)-4-oxo-1-azetidinyl]methyl ester(402828-06-2)
• EPA Substance Registry System: Butanoic acid, [(2R)-2-(4-methylphenyl)-4-oxo-1-azetidinyl]methyl ester(402828-06-2)

Safety Data

• Hazardous Substances Data: 402828-06-2(Hazardous Substances Data)

Upstream product

• 123-20-6 vinyl n-butyrate 
• 402827-97-8 1-hydroxymethyl-4-(p-tolyl)-2-azetidinone 

Downstream Products

• 402828-09-5 (R)-1-hydroxymethyl-4-(p-tolyl)-2-azetidinone 
• 502842-12-8 3-amino-3-p-tolyl-propionic acid ethyl ester; hydrochloride 
• 502842-12-8 3-amino-3-p-tolyl-propionic acid ethyl ester; hydrochloride 

Relevant articles and documents

Synthesis of 4-aryl-substituted β-lactam enantiomers by enzyme-catalyzed kinetic resolution

Enantiopure 4-phenyl- and 4-(p-tolyl)-2-azetidinones 3a, 3b, 4a and 4b (with e.e.s of ≥96%) were prepared through lipase-catalyzed asymmetric butyrylation of the primary OH group of N-hydroxymethylated β-lactams (±)-5 and (±)-6 at the (R)-stereogenic centre or by lipase-catalyzed asymmetric debutyrylation of O-butyryloxymethyl-2-azetidinones (±)-7 and (±)-8 at the (R)-stereogenic centre. The ring-opening of lactams 5a, 5b, 6b and 8a with HCl/EtOH afforded the corresponding β-amino ester enantiomers 9a, 9b, 10a and 10b with e.e.s of ≥92%.