Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1997-04-22
1998-09-15
Morris, Patricia L.
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
546330, 546331, 546332, 546335, 546337, 546338, 546339, 546340, 546342, C07D21330
Patent
active
058080821
ABSTRACT:
A process for the preparation of Phosphodiesterase IV inhibitors is described. The process consists of eight chemical steps involving five isolations to prepare the title compound from readily available isovanillin in 35% overall yield (Scheme 1). The process is highlighted by: a) a highly diastereoselective Michael addition of phenyllithium using (1R, 2S) cis-aminoindanol as a chiral auxiliary, b) highly crystalline intermediates providing for efficient purifications, c) crystallization of the final compound as its CSA salt for excellent enantiomeric purity.
Choi Woo-Baeg
Churchill Hywyn R. D.
Lynch Joseph E.
Reider Paul J.
Volante Ralph P.
Camara Valerie J.
Daniel Mark R.
Garcia-Rivas J. Antonio
Merck & Co. , Inc.
Morris Patricia L.
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