Efficient and highly stereoselective synthesis of a beta-lactam inhibitor of the serine protease prostate-specific antigen.
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.
Annunziata
Rita
R
Centro CNR and Dipartimento di Chimica Organica e Industriale, Universita' degli Studi di Milano, Via Golgi 19, I-20133, Milan, Italy.
Benaglia
Maurizio
M
Cinquini
Mauro
M
Cozzi
Franco
F
Puglisi
Alessandra
A
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*
D015842:Serine Proteinase Inhibitors; D047090:beta-Lactams; D017430:Prostate-Specific Antigen