Diastereoselective synthesis of (+/-) -1',4'-dimethyluridine
Sautrey, G.; Bourgeois, D.; Périgaud, C.
Organic and Biomolecular Chemistry 8(2): 378-383
2010
ISSN/ISBN: 1477-0539
PMID: 20066273
DOI: 10.1039/b912411j
Accession: 052591849
The de novo synthesis of racemic 1',4'-dimethyluridine was accomplished in 12 steps starting from 2,5-dimethylfuran and vinylene carbonate. Key steps of the sequence include the stereoconvergent preparation of a meso diacid, and a stereoselective glycosylation without neighboring group participation. Such 1',4'-disubstituted ribonucleoside analogues are undisclosed compounds, which may present interesting biological activities.
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