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;
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.
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