Synthesis of an Oxathiolane Drug Substance Intermediate Guided by Constraint-Driven Innovation | Zendy

K. Kashinath | Zendy; David R. Snead | Zendy; Justina M. Burns | Zendy; Rodger W. Stringham | Zendy; B. Frank Gupton | Zendy; D. Tyler McQuade | Zendy

AI Assistant Blog Pricing

Home ZAIA Blog

Open Access

Synthesis of an Oxathiolane Drug Substance Intermediate Guided by Constraint-Driven Innovation

Author(s) -

K. Kashinath,

David R. Snead,

Justina M. Burns,

Rodger W. Stringham,

B. Frank Gupton,

D. Tyler McQuade

Publication year - 2020

Publication title -

organic process research and development

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.904

H-Index - 109

eISSN - 1520-586X

pISSN - 1083-6160

DOI - 10.1021/acs.oprd.0c00145

Subject(s) - chloroacetic acid , chemistry , combinatorial chemistry , organic chemistry

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.

The content you want is available to Zendy users.

Already have an account? Click here to sign in.

Having issues? You can contact us here

Accelerating Research