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■ Design and Synthesis of 1,4-Diazabicyclo[4.3.0]nonane Peptidomimetic Endothelin Antagonists

Ming Fai Chan,* Bore G. Raju, Adam Kois, Jay I. Varughese, Kottayil I. Varughese, and Vitukudi N. Balaji

*Palomar Research, Inc., 6353 El Camino Real, Suite D, Carlsbad, California 92009-1607, U.S.A.

Abstract

The design and synthesis of a series of 2-(3-indolylmethyl)-4-(tert-butoxycarbonyl)-1,4-diaza-2-oxobicyclo[4.3.0]nonane-9-carboxylc acid peptidomimetics based on the peptide endothelin antagonists BQ-123 and FR139317 were described. The stereochemistry of the active (3R,6S,9R) isomer was determined by X-Ray crystallography.