Bufadienolides. Part XXIII.1 14,15β-Epoxy-3β,11α-d ihydroxy-5β-bufa- 20,22-dienoIide (11 α-Hydroxyresibufogenin)

George Pettit, Yoshiaki Kamano

Research output: Contribution to journalArticle

5 Scopus citations

Abstract

Synthetic procedures have been developed for conversion of gamabufotalin (3β.11 α,14-trihydroxy-5β-bufa-20.22- dienolide) (1 a) into 11 α-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 11 α-hydroxyresibufogenin. As part of this study 11 α-hydroxybufalone (11 α,l4-dihydroxy-3-oxo-5β-bufa-20.22-dienolide) (3a) was also prepared.

Original languageEnglish (US)
Pages (from-to)725-727
Number of pages3
JournalJournal of the Chemical Society, Perkin Transactions 1
DOIs
StatePublished - Jan 1 1973

ASJC Scopus subject areas

  • Chemistry(all)

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