Syntheses of [1-N-15]-2'-deoxyinosine, [4-N-15]-2'-deoxyAICAR, and [1-N-15]-2'-deoxyguanosine

Citation
B. Catalanotti et al., Syntheses of [1-N-15]-2'-deoxyinosine, [4-N-15]-2'-deoxyAICAR, and [1-N-15]-2'-deoxyguanosine, EUR J ORG C, (9), 1999, pp. 2235-2239
Citations number
37
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
1434193X → ACNP
Issue
9
Year of publication
1999
Pages
2235 - 2239
Database
ISI
SICI code
1434-193X(199909):9<2235:SO[[A[>2.0.ZU;2-U
Abstract
A high-yield synthesis of [1-N-15]-2'-deoxyinosine (5), [4-N-15]-2'-deoxy A ICAR (7), and [1-N-15]-2'-deoxyguanosine (10) from 2'-deoxyinosine (1) usin g relatively low expensive (NH3)-N-15 as N-15 source is described. The meth od exploits 2-C reactivity of 2'-deoxyinosine (1) to obtain its N-15-labell ed counterpart, through [1-N-15]-2'-deoxyinosine (5), and successively, [4- N-15]-2'-deoxyAICAR (7). [1-N-15]-2'-Deoxyguanosine (10) can be prepared as well, through an improved cyclization procedure. No protection of sugar hy droxyl groups is required at any stage.