Facile synthesis of 8,2'-S-cyclopurine nucleoside

Article abstract of DOI:10.1080/07328319808003459

This paper describes the synthesis of 8,2'-anhydro-8-mercapto-9-(β-D- arabinofuranosyl)purine (8,2'-S-cyclopurinenucleoside, 1) via the shorter route from 3',5'-di-O-acectyl-8,2'-S-cycloadenosine (6) and by direct reductive deamination with n-pentyl nitrite in tetrahydrofuran (THF) and deacetylation. The preparation of 8,2'-S-cycloadenosine (2) was achieved in good yield by the cyclization of the protected 8-mercaptoadenosine with triphenylphosphine and diethyl azodicarboxylate (DEAD) in THF at room temperature, under Mitsunobu reaction conditions.

Full text of DOI:10.1080/07328319808003459

Nucleosides and Nucleotides
ISSN: 0732-8311 (Print) (Online) Journal homepage: http://www.tandfonline.com/loi/lncn19
Facile Synthesis of 8, 2′-S-Cyclopurine Nucleoside
Keiko Tekenaka , Tadakazu Tsuji & Masako Muraoka
To cite this article: Keiko Tekenaka , Tadakazu Tsuji & Masako Muraoka (1998) Facile
Synthesis of 8, 2′-S-Cyclopurine Nucleoside, Nucleosides and Nucleotides, 17:5, 869-874, DOI:
10.1080/07328319808003459
To link to this article: http://dx.doi.org/10.1080/07328319808003459
Published online: 21 Aug 2006.
Submit your article to this journal
Article views: 14
View related articles
Citing articles: 3 View citing articles
Full Terms & Conditions of access and use can be found at
http://www.tandfonline.com/action/journalInformation?journalCode=lncn19
Download by: [University of Tennessee, Knoxville]
Date: 05 June 2016, At: 09:12