ChemInform Abstract: A Slightly Shorter Route to Carbocyclic Nucleosides. Synthesis of (.+-.)-trans-1-[2-(Hydroxymethyl)cyclopentylmethyl]uracil.

✍ Scribed by Lourdes Sanatana; Marta Teijeira; Eugenio Uriarte

• Publisher: John Wiley and Sons
• Year: 2010
• Weight: 32 KB
• Volume: 30
• Category: Article
• ISSN: 0931-7597
• DOI: 10.1002/chin.199931256

✦ Synopsis

A Slightly Shorter Route to Carbocyclic Nucleosides. Synthesis of (±)-trans-1-[2-(Hydroxymethyl)cyclopentylmethyl]uracil.

-Nucleoside analogue (VIII) is synthesized by constructing the uracil base around the amino alcohol precursor (VI). Isocyanate (V) is equally suitable for formation of the base as the hitherto used ethoxy compound thus avoiding the low-yielding and laborious first step necessary in the synthesis of the corresponding ethoxy compound. The yield of (VIII) is comparable to that obtained by the conventional method. -(SANATANA, LOURDES; TEIJEIRA, MARTA;