SYNTHESIS OF SULFAMIDE LINKED DINUCLEOTIDE ANALOGS

Authors
MICKLEFIELD J FETTES KJ
Citation
J. Micklefield et Kj. Fettes, SYNTHESIS OF SULFAMIDE LINKED DINUCLEOTIDE ANALOGS, Tetrahedron letters, 38(30), 1997, pp. 5387-5390
Citations number
24
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
30
Year of publication
1997
Pages
5387 - 5390
Database
ISI
SICI code
0040-4039(1997)38:30<5387:SOSLDA>2.0.ZU;2-1
Abstract
Novel sulfamide [-NHSO2NH-] linked dinucleotide analogues d(TnsnT) and d(TnsnA) have been synthesised from 3'- and 5'-amino nucleosides. Tre atment of these amino nucleosides with catechol sulfate results in the formation of 2-hydroxyphenyl sulfamate eaters which couple smoothly i n good yields with either 5'- or 3'-amines of similar nucleosides. NMR studies showed that the 3'-sulfamide group results in a preferential C3'-endo (Northern) sugar conformation. (C) 1997 Elsevier Science Ltd.