An improved synthesis of (-)-5,11-dideoxytetrodotoxin

Masaatsu Adachi, Takuya Imazu, Minoru Isobe, Toshio Nishikawa

Research output: Contribution to journalArticle

22 Citations (Scopus)

Abstract

We describe an improved synthesis of (-)-5,11-dideoxytetrodotoxin from an enone, which was used for synthesis of tetrodotoxin and its analogues in this laboratory. One of the major modifications was to establish a two-step guanidinylation of trichloroacetamide of a highly functionalized intermediate, which allowed us to prepare 15N2-labeled 5,11-dideoxytetrodotoxin for biosynthetic investigations.

Original languageEnglish
Pages (from-to)1699-1705
Number of pages7
JournalJournal of Organic Chemistry
Volume78
Issue number4
DOIs
Publication statusPublished - 2013 Feb 15
Externally publishedYes

ASJC Scopus subject areas

  • Organic Chemistry

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