BETA-LACTAMS AND BETA-LACTAM-INTERMEDIATE S .2. STEREOSELECTIVE SYNTHESIS OF CIS-3-AMINO-1,4-DIPHENYL-AZETIDIN-2-ONE

Citation
Hd. Ambrosi et al., BETA-LACTAMS AND BETA-LACTAM-INTERMEDIATE S .2. STEREOSELECTIVE SYNTHESIS OF CIS-3-AMINO-1,4-DIPHENYL-AZETIDIN-2-ONE, Archiv der pharmazie, 326(6), 1993, pp. 319-321
Citations number
21
Categorie Soggetti
Chemistry,"Pharmacology & Pharmacy
Journal title
ISSN journal
03656233
Volume
326
Issue
6
Year of publication
1993
Pages
319 - 321
Database
ISI
SICI code
0365-6233(1993)326:6<319:BABS.S>2.0.ZU;2-G
Abstract
Phthalylglycyl chloride (1) reacts with benzalaniline (3) in the prese nce of triethylamine to yield 1,4-diphenyl-3-phthalimido-azetidin-2-on e (5). The selectivity of formation of cis-beta-lactam 5 was improved considerably by decreasing the concentration of chloride in the reacti on-solution and by lowering of the temperature. Hydrazinolysis of 5 yi elds 3-amino-1,4-diphenyl-azetidin-2-one (8).