title: Efficient and highly stereoselective synthesis of a beta-lactam inhibitor of the serine protease prostate-specific antigen.
abstract: An efficient synthesis of a beta-lactam precursor of the serine protease, prostate-specific antigen inhibitor 1 has been accomplished. The synthesis relies on two completely stereoselective reactions that allow the introduction of the stereocenters at C-3 and C-4 of the azetidinone ring in a predictable manner.
authors.affiliation: Centro CNR and Dipartimento di Chimica Organica e Industriale, Universita' degli Studi di Milano, Via Golgi 19, I-20133, Milan, Italy.
authors.forename: Rita
authors.initials: R
authors.lastname: Annunziata
authors.forename: Maurizio
authors.initials: M
authors.lastname: Benaglia
authors.forename: Mauro
authors.initials: M
authors.lastname: Cinquini
authors.forename: Franco
authors.initials: F
authors.lastname: Cozzi
authors.forename: Alessandra
authors.initials: A
authors.lastname: Puglisi
mesh_terms: D015394:Molecular Structure; D017430:Prostate-Specific Antigen / Q000037:antagonists & inhibitors*; D015842:Serine Proteinase Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013237:Stereoisomerism; D047090:beta-Lactams / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D015842:Serine Proteinase Inhibitors; D047090:beta-Lactams; D017430:Prostate-Specific Antigen