Synthetic studies of rifamycins. VII.1) a facile synthesis of the aromatic chromophore of rifamycin s through a rifamycin W aromatic segment

Masaya Nakata, Shigeru Wada, Kuniaki Tatsuta, Mitsuhiro Kinoshita

Research output: Contribution to journalArticle

17 Citations (Scopus)

Abstract

The intact aromatic chromophore of rifamycin S, 7-amino-2,5-dihydroxy-2,4-dimethyl-naphtho[2,l-6]furan-l,6,9(2H)-trione, was synthesized through the rifamycin W aromatic segment, l-[5,8-dimethoxy-2,4-bis-(methoxymethoxy)-3-methyl-6-nitro-l-naphthyl]-l-propanone which was prepared in 9 steps and 29.6% overall yield from 2,6-bis(benzyloxy)-3,5-dibromotoluene and furan.

Original languageEnglish
Pages (from-to)1801-1806
Number of pages6
JournalBulletin of the Chemical Society of Japan
Volume58
Issue number6
DOIs
Publication statusPublished - 1985 Jan 1

ASJC Scopus subject areas

  • Chemistry(all)

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