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

Organic & Biomolecular Chemistry Pub Date: 2006-11-13 DOI: 10.1039/B614477B

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.

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