Synthesis of (1R, 4S, 5R)-9-(4,5-bishydroxy-methylcyclopent-2-en-1-yl)-9H-adenine [(-)-BCA] and selective inhibition of human immunodeficiency virus

Nobuya Katagiri, Akemi Toyota, Takuya Shiraishi, Hiroshi Sato, Chikara Kaneko

Research output: Contribution to journalArticle

23 Citations (Scopus)

Abstract

(1R,4S,5R)-9(4,5-Bishydroxymethylcyclopent-2-en-1-yl)-9H-adenine [(-)-BCA] has been synthesized from (-)-Corey lactone in 11 steps and shown to have potent and selective effects against human immmunodeficiency virus type 1. The result demonstrated that the potent-HIV activity of racemic BCA obtained in our previous work is expressed solely by the (1R,4S,5R)-(-)-isomer.

Original languageEnglish
Pages (from-to)3507-3510
Number of pages4
JournalTetrahedron Letters
Volume33
Issue number24
DOIs
Publication statusPublished - 1992 Jun 9

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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