
Journal of the Chemical Society. Perkin transactions I p. 859 - 863 (1996)
Update date:2022-08-17
Topics:
Pettit, George R.
Srirangam, Jayaram K.
Singh, Sheo Bux
Williams, Michael D.
Herald, Delbert L.
Barkoczy, Jozsef
Kantoci, Darko
Hogan, Fiona
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. Copyright 1996 by the Royal Society of Chemistry.
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