Synthesis of the glucuronide metabolite of ABT-751

KM Engstrom, RF Henry, I Marsden

Index: Engstrom, Kenneth M.; Henry, Rodger F.; Marsden, Ian Tetrahedron Letters, 2007 , vol. 48, # 8 p. 1359 - 1362

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Citation Number: 9

Abstract

A linear synthesis of the glucuronide metabolite of ABT-751 was replaced with a convergent synthesis that features direct glycosidic coupling between the aglycone and a trichloroacetimidate glucuronyl donor. Structural elucidation of a unique and unexpected difluoroboron complex of the desired glycosidic coupling product along with optimization of the synthetic steps is described.