Abstract
Synthetic procedures have been developed for conversion of gamabufotalin (3p,11α,14-trihydroxy-5β-bufa-20,22-dienolide)(1a) into 11α-hydroxyresibufogenin (5a). Selective dehydration of gamabufotalin with hydrochloric acid in methanol gave the 14-ene (2a). Addition of, for example, hyprobromous acid to this olefin (2a) afforded the bromohydrin (4b) which upon treatment with pyridine easily afforded 11α-hydroxyresibufogenin. As part of this study 11α-hydroxybufalone (11α,l4-dihydroxy-3-oxo-5β-bufa-20,22-dienolide)(3a) was also prepared.
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