RSC Publishing


Publishing

 

Cover image for Organic & Biomolecular Chemistry, select for current issue

Organic & Biomolecular Chemistry

The international home of synthetic, physical and biomolecular organic chemistry.



Subscribers

Non-subscribers

Free access



Paper

Org. Biomol. Chem., 2010, 8, 378 - 383, DOI: 10.1039/b912411j

Diastereoselective synthesis of (±)-1,4-dimethyluridine

Guillaume Sautrey, Damien Bourgeois and Christian Périgaud

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.

Graphical abstract image for this article (ID: b912411j)