The Shortest Synthetic Route to Puromycin Anallogues Using a Modified Robins Approach

作者:Krishnakumar Kollappillil S; Goudedranche Sebastien; Bouchu Denis; Strazewski Peter*
来源:Journal of Organic Chemistry, 2011, 76(7): 2253-2256.
DOI:10.1021/jo102178h

摘要

We are reporting on the utility of commercial vinyl isocyanate for a practical synthetic route from adenosine to N(6)-bis-demethylpuromycin in seven steps and 65% overall yield. A clean one-pot conversion of 3'-bromo-2'-carbamoyl derivative 8 to 3'-amino-3'-deoxyadenosine derivative 10 is the main feature of this synthetic pathway. This synthesis is the shortest synthetic route toward 3'-(aminoacylamido)deoxyadenosines to date.

  • 出版日期2011-4-1