Synthesis and biological evaluation of 5-(alkyn-1-yl)-1-( p -toluenesulfonyl)uracil derivatives
β Scribed by Janeba, Zlatko; Balzarini, Jan; Andrei, Graciela; Snoeck, Robert; Clercq, Erik De; Robins, Morris J
- Book ID
- 120008664
- Publisher
- NRC Research Press
- Year
- 2006
- Tongue
- French
- Weight
- 107 KB
- Volume
- 84
- Category
- Article
- ISSN
- 0008-4042
- DOI
- 10.1139/v06-041
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π SIMILAR VOLUMES
A sequential transformation based on the titanium-mediated aldol addition of (S)-1-bromo-3-(tert-butyldimethylsilyloxy)-2-butanone, a chiral lactate-derived ketone, to tetradecanal followed by reduction of the ensuing aldolate afforded the corresponding syn-1,3-diol as a single diastereomer. Debro-[
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