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US 5,204,466 AGranted
Method and compositions for the synthesis of BCH-189 and related compounds
AssigneeEmory University
InventorsDennis C. Liotta, Woo-Baeg Choi
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Abstract
The present invention relates to a method of preparing BCH-189 and various analogs of BCH-189 from inexpensive precursors with the option of introducing functionality as needed. This synthetic route allows the stereoselective preparation of the biologically active isomer of these compounds, .beta.-BCH-189 and related compounds. Furthermore, the steochemistry at the nucleoside 4' position can be controlled to produce enantiomerically-enriched .beta.-BCH-189 and its analogs.
Claims11
A method of preparing a composition comprising predominantly the .beta.-isomer of a 1,3-oxathiolane of the structure:
- ##STR8## wherein R' is an acyl group, and wherein R is an oxygen-protecting group with silylated cytosine in the presence of SnCl.sub.4.
Dependencies are inferred from the claim text.