SYNTHESIS OF (2R,5S)-2-CARBOXY-1,4-DIAZA-[4.3.0]BICYCLONONANE AND (2S,5S)-2-CARBOXY-1,4-DIAZA-[4.3.0]BICYCLONONANE AS BUILDING-BLOCKS FOR THE SYNTHESIS OF NEW POTENTIAL HIV PROTEASE INHIBITORS

Authors
FALORNI M PORCHEDDU A GIACOMELLI G
Citation
M. Falorni et al., SYNTHESIS OF (2R,5S)-2-CARBOXY-1,4-DIAZA-[4.3.0]BICYCLONONANE AND (2S,5S)-2-CARBOXY-1,4-DIAZA-[4.3.0]BICYCLONONANE AS BUILDING-BLOCKS FOR THE SYNTHESIS OF NEW POTENTIAL HIV PROTEASE INHIBITORS, Tetrahedron : asymmetry, 7(7), 1996, pp. 1999-2005
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
7
Issue
7
Year of publication
1996
Pages
1999 - 2005
Database
ISI
SICI code
0957-4166(1996)7:7<1999:SO(A(>2.0.ZU;2-R
Abstract
A procedure for the preparation of optically active (2R,5S)- and (2S,5 S)-2-Carboxy-1,4-diaza-[4.3.0]bicyclononane is described. The method i s based on the reduction of diketopiperazines obtained from cyclizatio n of Pro-L-Ser or Pro-D-Ser and occurs without loss of enantiomeric pu rity. The synthesis is based on readily available starting materials a nd can be easily arranged for multigram scale preparations. Copyright (C) 1996 Elsevier Science Ltd