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Nucleosides CXI. 6,6′-Anhydro-hexofuranosyluracils, a new class of pyrimidine anhydro nucleosides

✍ Scribed by Brian A. Otter; Elvira A. Falco

Publisher: Elsevier Science
Year: 1978
Tongue: French
Weight: 269 KB
Volume: 19
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)95231-1

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✦ Synopsis

Recent studies from this laboratory have shown that 6,5'-cyclopyrlmidine nucleosides2, for example the isopropylideneuridine analogue 1, are very susceptible to oxidation at C-5'. Thus, autoxidation3 of 1.

with 02-NaOH, or treatment with Mn02 in methanol readily affords the 5'-ketonucleoside 4. These 5'keto compounds are attractive starting materials for elaboration into a new class of pyrimidlne cyclonucleosides , nameJy the 6'-deoxy-6, 6t-anhydro-hexofuranosyluracils 4 represented by structures 1 and lo.

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