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Synthesis of Ether-Linked Oligoribo- and Xylonucleosides from 3,5′-Ether-Linked Pseudosaccharides

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Title Synthesis of Ether-Linked Oligoribo- and Xylonucleosides from 3,5′-Ether-Linked Pseudosaccharides
 
Creator Sengupta, Jhimli
Bhattacharjya, Anup
 
Subject Chemistry
 
Description First examples of di- and trinucleosides with ribose and
xylose stereochemistry having internucleoside ether linkage
were synthesized from 3,5′-ether-linked pseudosaccharides.
The synthetic protocol involved removal of 1,2-isopropylidene
protecting groups from the pseudosaccharides followed
by acetylation and a subsequent Vorbru¨ggen transglycosylation
with uracil and N-benzoylaminopurine. The synthetic
strategy is potentially important for the development of RNA
analogues with internucleoside ether linkage.
 
Date 2008
 
Type Article
PeerReviewed
 
Format application/pdf
 
Identifier http://www.eprints.iicb.res.in/226/1/JOURNAL_OF_ORGANIC_CHEMISTRY%2C73(_17)%2C_6860%2D6863%2C2008[38].pdf
Sengupta, Jhimli and Bhattacharjya, Anup (2008) Synthesis of Ether-Linked Oligoribo- and Xylonucleosides from 3,5′-Ether-Linked Pseudosaccharides. The Journal of Organic Chemistry, 73 (13). pp. 6860-6863.
 
Relation http://dx.doi.org/10.1021/jo8007429
http://www.eprints.iicb.res.in/226/