Syntheses of marinobufagin (5b) and marinobufotoxin (5e) have been achieved. The principal synthetic transformations involved selective dehydration of telocinobufagin (2) and addition of hypohalpus acid to the resulting olefin (2 → 3 →4) followed by dehydrohalogenation to yield marinobufagin (5b). Application of a carefully developed mixed carbonic anhydride reaction to the condensation of marinobufagin suberate (5c) with arginine monohydrochloride provided marinobufotoxin (5e).
ASJC Scopus subject areas
- Organic Chemistry