Total Synthesis and Structural Determination of Cyclodepsipeptide Decatransin

Kosuke Ohsawa, Sakiko Fukaya, Takayuki Doi

Research output: Contribution to journalArticlepeer-review

Abstract

The structure determination of the 30-membered cyclodepsipeptide decatransin was demonstrated on the basis of total synthesis. Both (R)- and (S)-2-hydroxy-5-methylhexanoic acid derivatives were prepared via the Evans asymmetric alkylation. N-Alkyl-enriched peptide fragments were synthesized by the Cbz strategy in the solution phase without formation of diketopiperazine and epimerization. The synthesis of putative candidates was achieved by convergent peptide coupling of three peptide fragments, followed by macrocyclization under the Mitsunobu conditions.

Original languageEnglish
Pages (from-to)5552-5556
Number of pages5
JournalOrganic letters
Volume24
Issue number30
DOIs
Publication statusPublished - 2022 Aug 5

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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