A short and practical route to 3-O-benzoyl azidosphingosine

Authors
Ohlsson, J Magnusson, G
Citation
J. Ohlsson et G. Magnusson, A short and practical route to 3-O-benzoyl azidosphingosine, CARBOHY RES, 331(1), 2001, pp. 91-94
Citations number
17
Categorie Soggetti
Agricultural Chemistry","Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
CARBOHYDRATE RESEARCH
ISSN journal
00086215 → ACNP
Volume
331
Issue
1
Year of publication
2001
Pages
91 - 94
Database
ISI
SICI code
0008-6215(20010309)331:1<91:ASAPRT>2.0.ZU;2-#
Abstract
A short and practical route to 3-O-benzoyl azidosphingosine from d-xylose i s described. The synthesis: avoids the use of expensive and hazardous chemi cals (i.e. mercury salts), and it is reproducible up to at least a 20 g sca le. Furthermore. the synthesis proceeds to 3-O-benzoyl azidosphingosine wit h a minimum of protection group manipulation, by exploiting a regioselectiv e protection of the primary HO-1 with thexyldimethylsilyl chloride. (C) 200 1. Elsevier Science Ltd. All rights reserved.