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Diastereo‐ and Enantioselective Synthesis of C 2 ‐Symmetrical HIV‐1 Protease Inhibitors
Author(s) -
Enders Dieter,
Jegelka Udo,
Dücker Barbara
Publication year - 1993
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199304231
Subject(s) - enantioselective synthesis , protease , stereospecificity , hiv 1 protease , hydrazone , stereochemistry , human immunodeficiency virus (hiv) , chemistry , combinatorial chemistry , virology , enzyme , biochemistry , biology , catalysis
For AIDS treatment , highly interesting C 2 ‐symmetric HIV‐1 protease inhibitors of the type 3 are available from 1 in diastereo‐ and enantiomerically pure form by the SAMP/RAMP‐hydrazone method. Key steps are the efficient synthesis of the C 2 ‐symmetric ketones 2 and the stereospecific transformation of 1,3‐diols into 1,3‐diamines. The potential of the new method is demonstrated by the synthesis of the potent HIV‐1 protease inhibitor A‐74704.