Purification of PMPA amidate prodrugs by SMB chromatography and x-ray crystallography of the diastereomerically pure GS-7340

  • Nucleosides Nucleotides Nucleic Acids. 2001 Apr-Jul;20(4-7):1085-90. doi: 10.1081/NCN-100002495.
H Chapman  1 M Kernan J Rohloff M Sparacino T Terhorst
Affiliations
  • 1. Gilead Sciences Inc., Foster City, California, USA.
Abstract

The diastereomers of GS-7171, aryl phosphoramidate derivatives of the anti-HIV nucleotide analog 9-[2-R-(phosphonomethoxy)propyl]adenine (tenofovir, PMPA), were isolated by batch elution chromatography and continuous simulated moving bed chromatography. The absolute configuration of the more pharmacologically active diastereomer, GS-7340, was determined to be (R,S,S) by single crystal x-ray crystallography.

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