Organic Letters
Organic Letters
5 years ago

Scalable Synthesis of a Key Intermediate for the Production of Pleuromutilin-Based Antibiotics

Scalable Synthesis of a Key Intermediate for the Production of Pleuromutilin-Based Antibiotics
Stephen K. Murphy, Mingshuo Zeng, Seth B. Herzon
An improved synthesis of an eneimide, which is a useful precursor to pleuromutilin-based antibiotics, is reported. This synthesis proceeds in six steps and 17% overall yield (27% based on recovery of a key hydrindenone intermediate) and requires two fewer chromatography steps and five fewer days of reaction time than the previously reported route. The use of expensive, acutely toxic, and precious metal reagents or catalysts has been minimized.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b02476

DOI: 10.1021/acs.orglett.7b02476

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