A facile two-step synthesis of 8-arylated guanosine mono- and triphosphates (8-aryl GXPs)

Org Biomol Chem. 2006 Dec 21;4(24):4526-32. doi: 10.1039/b614477b. Epub 2006 Nov 13.

Abstract

We report a simple and high-yielding two-step procedure for the preparation of 8-arylated guanosine mono- and triphosphates (8-aryl GXPs). The key step of our synthesis is the Suzuki-Miyaura coupling of unprotected 8-bromo GMP and 8-bromo GTP with various arylboronic acids in aqueous solution. The 8-bromoguanosine 5'-phosphates required as cross-coupling substrates were prepared from 8-bromoguanosine via an optimised Yoshikawa procedure.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Guanosine / analogs & derivatives*
  • Guanosine / chemical synthesis*
  • Molecular Structure

Substances

  • Guanosine