A convergent synthesis of poststatin: Application of the acyl cyanophosphorane coupling procedure in the formation of a peptidic α-keto amide

✍ Scribed by Harry H Wasserman; Anders K Petersen

• Publisher: Elsevier Science
• Year: 1997
• Tongue: French
• Weight: 242 KB
• Volume: 38
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(96)02488-4

✦ Synopsis

A convergent synthesis of the pentapeptide poststatin has been developed. The key step involves oxidative cleavage of an aeyl cyanophosphorane. The resulting a,/3-diketo nitrile is then coupled to the free amine of a C-tenninal-dipoptidyl component to generate the protected natural product. Deprotection by hydmgenolysis furnishes poststatin.