A simple and efficient method for the syntheses of thioether cyclic peptides

✍ Scribed by Lin Yu; Yonghong Lai; Janice V. Wade; Stephen M. Coutts

• Publisher: Elsevier Science
• Year: 1998
• Tongue: French
• Weight: 210 KB
• Volume: 39
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(98)01397-5

✦ Synopsis

A general method is described for the synthesis of thioether cychc peptides. The thioether linkage of cyclic peptides was formed in moderate to high yield through an intramolecular substitution of the chloro group of [3-chloroalanine with the thiol group of cysteine~ The peptides containing [3chloroanaline were readily prepared on resin by converting a TBDMS-protected hydroxyl group of homoserine to a chloro group with lriphenylphosphine dichloride.