Improved synthesis of 2,3 : 4,6-di-O-isopropylidene-D-glucopyranose and -D-galactopyranose

Authors
Gomez, AM Danelon, GO Valverde, S Lopez, JC
Citation
Am. Gomez et al., Improved synthesis of 2,3 : 4,6-di-O-isopropylidene-D-glucopyranose and -D-galactopyranose, CARBOHY RES, 320(1-2), 1999, pp. 138-142
Citations number
20
Categorie Soggetti
Agricultural Chemistry","Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
CARBOHYDRATE RESEARCH
ISSN journal
00086215 → ACNP
Volume
320
Issue
1-2
Year of publication
1999
Pages
138 - 142
Database
ISI
SICI code
0008-6215(19990720)320:1-2<138:ISO2:4>2.0.ZU;2-M
Abstract
2,3:4,6-Di-O-isopropylidene-D-glucopyranose and -D-galactopyranose acetals are conveniently prepared by hydrogenolysis of benzyl 2,3:4,6-di-O-isopropy lidene-beta-D-glucopyranose and -beta-D-galactopyranose in almost quantitat ive yields in 3 h. This result is in contrast with the sluggish reaction ob served (48 h) when the hydrogenolysis was carried out on either anomeric al pha,beta mixtures or on the corresponding a anomers. (C) 1999 Elsevier Scie nce Ltd. All rights reserved.