Dolastatins 24. Synthesis of (-)-dolastatin 10. X-Ray molecular structure of N,N-dimethylvalyl-valyl-dolaisoleuine tert-butyl ester

George Pettit, Jayaram K. Srirangam, Sheo Bux Singh, Michael D. Williams, Delbert L. Herald, József Barkóczy, Darko Kantoci, Fiona Hogan

Research output: Contribution to journalArticlepeer-review

31 Scopus citations

Abstract

Total synthesis of the extraordinary antineoplastic constituent, dolastatin 10, from the Indian Ocean mollusc Dolabella auricularia has been summarized. The final synthetic step involved diethyl cyanophosphonate-mediated coupling of Dov-Val-Dil with Dap-Doe. Improved syntheses of these important precursors has led to a very practical synthesis of natural dolastatin 10. Important details of the HPLC and high-field (500 MHz) NMR characterization techniques employed to confirm the purity of dolastatin 10 have been recorded.

Original languageEnglish (US)
Pages (from-to)859-863
Number of pages5
JournalJournal of the Chemical Society - Perkin Transactions 1
Issue number8
DOIs
StatePublished - Apr 21 1996

ASJC Scopus subject areas

  • Chemistry(all)

Fingerprint Dive into the research topics of 'Dolastatins 24. Synthesis of (-)-dolastatin 10. X-Ray molecular structure of N,N-dimethylvalyl-valyl-dolaisoleuine tert-butyl ester'. Together they form a unique fingerprint.

Cite this