Synthesis of 6,6'-Cyclo-5', 6'-dideoxy-1-(β-D-allofuranosyl)cytosine and Related Nucleosides : Nucleosides and Nucleotides.LXXXVIII)

• 吉村 祐一

  Faculty of Pharmaceutical Sciences, Hokkaido University

• 松田 彰

  Faculty of Pharmaceutical Sciences, Hokkaido University

• 上田 亨

  Faculty of Pharmaceutical Sciences, Hokkaido University

抄録

A new synthetic route to 6,6'-cyclo-5', 6'-dideoxy-1-(β-D-allofuranosyl)-uracil, -cytosine, and -4-thiouracil is described. The method involves a base-catalyzed condensation of 2,4-dimethoxy-6-methylpyrimidine and 1-O-methyl-2,3-O-isopropylidene-β-D-ribopentofuranosyldialdehyde, followed by an intramolecular glycosylation, and derivatization of the base moiety. The relationship of the sign of the circular dichroism (CD) spectra of carbon-bridged cyclopyrimidine nucleosides to the glycosyl torsion angle is discussed.

収録刊行物

• Chemical & pharmaceutical bulletin

  Chemical & pharmaceutical bulletin 37 (3), 660-664, 1989-03-25

  公益社団法人日本薬学会

キーワード

• 6, 6'-cyclo-5', 6'-dideoxy-1-(β-D-allofuranosyl)cytosine
• carbon-bridged cyclonucleoside
• nucleoside conformation
• ceric chloride
• Peterson olefination
• CD spectra
• NMR

詳細情報

• CRID: 1570854177485117952
• NII論文ID: 110003627580
• NII書誌ID: AA00602100
• ISSN: 00092363
• 本文言語コード: en
• データソース種別:
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