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Nucleosides. 101. Conformationally restricted analogs of pyrimidine nucleosides. 1. Synthesis of 6,5'(S)- and 6,5'(R)-cyclouridine

โœ Scribed by Otter, Brian A.; Falco, Elvira A.; Fox, Jack J.


Book ID
126855750
Publisher
American Chemical Society
Year
1976
Tongue
English
Weight
685 KB
Volume
41
Category
Article
ISSN
0022-3263

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Synthesis of 5,6-bis(alkyn-1-yl)pyrimidi
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Sonogashira coupling of 5-iodo-1-methyluracil or 5%-O-TBDMS-5-iodo-2%,3%-O-isopropylideneuridine with alkynes gave 5-(alkyn-1-yl) derivatives that underwent 6-lithiation/iodination to give 5-(alkyn-1-yl)-6iodo-(1-methyluracil or uridine) intermediates (57-80%). Coupling of the 5-(alkyn-1-yl)-6-iodo