A procedure for the preparation of optically active (2R,5S)- and (2S,5S)-2- Carboxy-l,4-diaza-[4.3.0]bicyclononane is described. The method is based on the reduction of diketopiperazines obtained from cyclization of Pro-L-Ser or Pro-D-Set and occurs without loss of enantiomedc purity. The synthesis is based on readily available starting materials and can be easily arranged for multigram scale preparations.

Synthesis of (2R,5S)- and (2S, SS)-2-Carboxy-l,4-diaza- [4.3.0]bicyclononane as Building Blocks for the Synthesis of New Potential HIV Protease Inhibitors / Porcheddu, Andrea; Giacomelli, G; Falorni, M.. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - 7:7(1996), pp. 1999-2005. [10.1016/0957-4166(96)00241-8]

Synthesis of (2R,5S)- and (2S, SS)-2-Carboxy-l,4-diaza- [4.3.0]bicyclononane as Building Blocks for the Synthesis of New Potential HIV Protease Inhibitors.

PORCHEDDU, Andrea;
1996-01-01

Abstract

A procedure for the preparation of optically active (2R,5S)- and (2S,5S)-2- Carboxy-l,4-diaza-[4.3.0]bicyclononane is described. The method is based on the reduction of diketopiperazines obtained from cyclization of Pro-L-Ser or Pro-D-Set and occurs without loss of enantiomedc purity. The synthesis is based on readily available starting materials and can be easily arranged for multigram scale preparations.
1996
Synthesis of (2R,5S)- and (2S, SS)-2-Carboxy-l,4-diaza- [4.3.0]bicyclononane as Building Blocks for the Synthesis of New Potential HIV Protease Inhibitors / Porcheddu, Andrea; Giacomelli, G; Falorni, M.. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - 7:7(1996), pp. 1999-2005. [10.1016/0957-4166(96)00241-8]
File in questo prodotto:
Non ci sono file associati a questo prodotto.

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11388/145642
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 13
  • ???jsp.display-item.citation.isi??? 12
social impact