ChemInform Abstract: Synthesis of (E)‐Olefin Dipeptide Isosteres.

Abstract

Synthesis of (E)-Olefin Dipeptide Isosteres.-The route involves an ortho ester rearrangement of an allylic alcohol derived from commercially available amino acids as the key step. The procedure provides a simple and efficient methodology for a stereocontrolled synthesis of the title compounds. Product (IX) can be incorporated into a peptide backbone. -(MCKINNEY, J. A.; EPPLEY, D. F.; KEENAN, R. M.; Tetrahedron Lett. 35 (1994) 33, 5985-5988; Dep. Med. Chem., SmithKline Beecham Pharm., King of Prussia, PA 19406, USA; EN)