Synthesis of Interglycosidically S-Linked 1-Thio-Oligosaccharides Under Microwave Irradiation 1

Microwave irradiation (MWI) has accelerated the synthesis of S-(2,3,4,6-tetra-O-acetyl- beta -D-glucopyranosyl)thiouronium bromide (2a), whose reaction with 2,3,4,6-tetra-O-acetyl-a-D-glucopyranosyl bromide (1a) in the presence of Et3N afforded stereoselectively the acetylated beta , beta -1-thiotre...

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Published inJournal of carbohydrate chemistry Vol. 24; no. 7; pp. 745 - 753
Main Authors El Ashry, El Sayed H, Awad, Laila F, Hamid, H M Abdel, Atta, Atta I
Format Journal Article
LanguageEnglish
Published 01.09.2005
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Summary:Microwave irradiation (MWI) has accelerated the synthesis of S-(2,3,4,6-tetra-O-acetyl- beta -D-glucopyranosyl)thiouronium bromide (2a), whose reaction with 2,3,4,6-tetra-O-acetyl-a-D-glucopyranosyl bromide (1a) in the presence of Et3N afforded stereoselectively the acetylated beta , beta -1-thiotrehalose 4a. Similarly, the respective D-galactopyranosyl 4b and 2-acetylamino-2-deoxy-D-glucopyranosyl 4c analog as well as 4,4'-di-O-(2,3,4,6-tetra-O-acetyl- beta -D-galactopyranosyl) 4d and 4,4'-di-O-(2,3,4,6-tetra-O-acetyl-a-D-glucopyranosyl) 4e derivatives of 2,2',3,3',6,6'-hexa-O-acetyl beta , beta -1-thiotrehalose were prepared.
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ISSN:0732-8303
DOI:10.1080/07328300500282540