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Author Spotlight: Experimental Approaches for the Synthesis of Low-Valent Metal-Organic Frameworks from Multitopic Phosphine Linkers
Published on: May 12, 2023
Synthesis of an Oxathiolane Drug Substance Intermediate Guided by Constraint-Driven Innovation
K Kashinath1, David R Snead1, Justina M Burns1
1Medicines for All Institute, Virginia Commonwealth University, 737 North Fifth Street, Box 980100, Richmond, Virginia 23298, United States.
Abstract:
A new route was developed for construction of the oxathiolane intermediate used in the synthesis of lamivudine (3TC) and emtricitabine (FTC). We developed the presented route by constraining ourselves to low-cost, widely available starting materials-we refer to this as supply-centered synthesis. Sulfenyl chloride chemistry was used to construct the framework for the oxathiolane from acyclic precursors. This bond construction choice enabled the use of chloroacetic acid, vinyl acetate, sodium thiosulfate, and water to produce the oxathiolane.
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