Solid-phase syntheses of olefin-containing inhibitors for HTLV-1 protease using the Horner-Emmons reaction

Jeong Kyu Bang, Hiromi Naka, Kenta Teruya, Saburo Aimoto, Hiroyuki Konno, Kazuto Nosaka, Tadashi Tatsumi, Kenichi Akaji

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

The solid-phase Horner-Emmons reaction was successfully applied for the convenient syntheses of olefin-containing protease inhibitors. The isomerization during the solid-phase Horner-Emmons reaction can be minimized simply by the use of an appropriate amount of the base. The synthesized olefin peptides, which have an olefin γ-amino acid at the scissile site, were found to act as effective inhibitors for the HTLV-1 protease for the first time.

Original languageEnglish
Pages (from-to)10596-10599
Number of pages4
JournalJournal of Organic Chemistry
Volume70
Issue number25
DOIs
Publication statusPublished - 2005 Dec 9
Externally publishedYes

ASJC Scopus subject areas

  • Organic Chemistry

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