Synthetic studies of rifamycins. VII. A facile synthesis of the aromatic chromophore of rifamycin S through a rifamycin W aromatic segment

M. Nakata, S. Wada, K. Tatsuta, M. Kinoshita

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Abstract

The intact aromatic chromophore of rifamycin S, 7-amino-2,5-dihydroxy-2,4-dimethyl-naphtho[2,l-b]furan-1,6,9-(2H)-trion e, was synthesized through the rifamycin W aromatic segment, 1-[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
Publication statusPublished - 1985

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Rifamycins
Chromophores
furan
rifamycin SV
rifamycin S

ASJC Scopus subject areas

  • Chemistry(all)

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Synthetic studies of rifamycins. VII. A facile synthesis of the aromatic chromophore of rifamycin S through a rifamycin W aromatic segment. / Nakata, M.; Wada, S.; Tatsuta, K.; Kinoshita, M.

In: Bulletin of the Chemical Society of Japan, Vol. 58, No. 6, 1985, p. 1801-1806.

Research output: Contribution to journalArticle

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