Synthesis and anti-HIV activity of 6-substituted purine 2'-deoxy-2'- fluororibosides

Article abstract of DOI:10.1080/15257779408013260

3',5'-Di-O-protected 6-chloropurine arabinoside 4b was treated with diethylaminosulfur trifluoride (DAST) and subsequently deprotected with pyridinium p-toluenesulfonate to give 6-chloropurine 2'-deoxy-2'- fluororiboside 6a. The displacement with nucleophile afforded the 6- substituted congener 6b-e. Treatment of 5'-O-protected 6-chloropurine arabinoside 3c with DAST gave lyxoepoxide 7.

Full text of DOI:10.1080/15257779408013260

This article was downloaded by: [UQ Library]
On: 28 April 2013, At: 01:11
Publisher: Taylor & Francis
Informa Ltd Registered in England and Wales Registered Number: 1072954 Registered
office: Mortimer House, 37-41 Mortimer Street, London W1T 3JH, UK
Nucleosides and Nucleotides
Publication details, including instructions for authors and
subscription information:
http://www.tandfonline.com/loi/lncn19
Synthesis and Anti-HIV Activity of
6-Substituted Purine 2′-Deoxy-2′-
fluororibosides
Tokumi Maruyama a , Kunihiko Utzumi a , Yoshiko Sato a & Douglas D.
Richman b
a Department of Pharmaceutical Sciences, Tokushima Bunri
University, Yamashiro-cho, Tokushima, 770, JAPAN
b Departments of Pathology and Medicine, University of California,
San Diego, La Jolla, California, 92093-0679, U.S.A.
Version of record first published: 23 Sep 2006.
To cite this article: Tokumi Maruyama , Kunihiko Utzumi , Yoshiko Sato & Douglas D. Richman (1994):
Synthesis and Anti-HIV Activity of 6-Substituted Purine 2′-Deoxy-2′-fluororibosides, Nucleosides and
Nucleotides, 13:1-3, 527-537
To link to this article: http://dx.doi.org/10.1080/15257779408013260
PLEASE SCROLL DOWN FOR ARTICLE
Full terms and conditions of use: http://www.tandfonline.com/page/terms-and-conditions
This article may be used for research, teaching, and private study purposes. Any
substantial or systematic reproduction, redistribution, reselling, loan, sub-licensing,
systematic supply, or distribution in any form to anyone is expressly forbidden.
The publisher does not give any warranty express or implied or make any representation
that the contents will be complete or accurate or up to date. The accuracy of any
instructions, formulae, and drug doses should be independently verified with primary
sources. The publisher shall not be liable for any loss, actions, claims, proceedings,
demand, or costs or damages whatsoever or howsoever caused arising directly or
indirectly in connection with or arising out of the use of this material.