Section 53
Chapter 52,592

Diastereoselective synthesis of (+/-) -1',4'-dimethyluridine

Sautrey, G.; Bourgeois, D.; Périgaud, C.

Organic and Biomolecular Chemistry 8(2): 378-383


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.

PDF emailed within 0-6 h: $19.90