HETEROCYCLES

Heterocycles has a pay-per-view service for Non-subscribers.
You will be able to directly purchase the full text article through PayPal.
Your purchased Paper can be downloaded after the payment is completed.
An e-mail will be sent the URL to download the paper.
If you have any questions, please contact: purchase@heterocycles.com

Price: ¥ 4,400 (Yen only)
Period: This Article can be accessed for 7 days.

■ Synthesis of 6,5’-Cyclo-5’-deoxyuridine: A Pyrimidine Nucleoside Fixed in anti Conformation

Tohru Ueda* and Satoshi Shuto

*Faculty of Pharmaceutical Sciences, Hokkaido University, Sapporo 060-0812, Japan

Abstract

Treatment of 2’,3’-O-isopropylidene-5’-bromo-5’-deoxy-5-chlorouridine with tri-n-butylstannane gave the 6,5’-cyclo-5,6-dihydro derivative, which was de-hydrochlorinated and deacetonated to furnish 6,5’-cyclo-5’-deoxyuridine, a fixed anti conformer of uridine. Bromination of a 6,5’-cyclo-5,6-dihydrouridine gave the 5-bromo derivative of the title compound.