Chemoenzymatic synthesis of the calcimimetics (+)-NPS R-568 via asymmetric reductive acylation of ketoxime intermediate

Abstract

A practical and efficient procedure for the synthesis of a potent calcimimetic (+)-NPS R-568 was developed. This procedure includes as the key step the asymmetric reductive acylation of a ketoxime intermediate catalyzed by a Pd nanocatalyst and a lipase in combination. The target compound was prepared from commercially available 3'-methoxyacetophenone via five steps in overall 63% yield. (C) 2010 Elsevier Ltd. All rights reserved.