The first synthesis of (+)-myrrhanol C (1), an antitumor polypodane-type bicyclic triterpene with inhibitory activity against androgen insensitive prostate cancers, is reported herein (IC50 10 μmolar). A key step in our convergent synthesis of (+)-myrrhanol C and related analogues is the employment of a microbial stereo- and regioselective late stage C–H oxidation. A low-waste and sustainable process has been developed to prepare (+)-myrrhanol C for further biological studies.
Organic & Biomolecular Chemistry
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