Synthesis of novel thiol taxoids based on the 7,10-di-(2,2,2- trichloroethyloxycarbonyl)-10-deacetylbaccatin III: Both the syn and anti 10-deacetyl-2′-deoxy-2′-mercaptopaclitaxels

Xin Qi, Sang Hyeup Lee, Juyoung Yoon, Yoon Sik Lee

Research output: Contribution to journalArticlepeer-review

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Abstract

Two new kinds of docetaxel compound, with a mercapto group instead of the hydroxyl on the C13 side chain (both syn and anti), via the 7,10-di-(2,2,2- trichloroethyloxycarbonyl)-10-deacetylbaccatin III route, were synthesized. The uses of trans and cis oxazoline compounds, and their stereoselective ring-opening reactions with thiolacetic acid, were proved to be key steps.

Original languageEnglish
Pages (from-to)4133-4138
Number of pages6
JournalTetrahedron
Volume60
Issue number19
DOIs
StatePublished - 3 May 2004

Keywords

  • Mercapto taxoid
  • Oxazoline
  • Taxol

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