THE USE OF AMBERLITE IRA-410 FOR PREPARATION OF TERMINAL CHLORODEOXY SUGARS

Authors
VUKOJEVIC N MILJKOVIC D POPSAVIN M POPSAVIN V
Citation
N. Vukojevic et al., THE USE OF AMBERLITE IRA-410 FOR PREPARATION OF TERMINAL CHLORODEOXY SUGARS, Collection of Czechoslovak Chemical Communications, 58(4), 1993, pp. 902-908
Citations number
18
Categorie Soggetti
Chemistry
Journal title
Collection of Czechoslovak Chemical Communications → ACNP
ISSN journal
00100765
Volume
58
Issue
4
Year of publication
1993
Pages
902 - 908
Database
ISI
SICI code
0010-0765(1993)58:4<902:TUOAIF>2.0.ZU;2-A
Abstract
Anion-exchange resin Amberlite IRA-410 was found to be an effective an d selective reagent for the nucleophilic displacement of primary tosyl oxy (mesyloxy) groups in 3.5-disulfonates of xylofuranose derivatives I and III, as well as in 3,5,6-trisulfonates and 3.6-ditosyl derivativ es of glucofuranose V, VII and IX. In all examined cases only the prim ary sulfonyloxy groups were replaced with chloride anions, whereupon t he corresponding terminal chlorodeoxy derivatives were obtained in goo d yields.