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Free Radical Brominative Ring Opening of 1,2-O-Benzylidene Pyranoses: A Route to Glycosylating Agents

DOI: 10.1039/c39880000272

Source and publish data:

Journal of the Chemical Society. Chemical communications p. 272 - 274 (1988)

Update date:2022-08-03

Topics: Free radical   Ring Opening  

Authors:

Collins, Peter M.Collins, Peter M.

Manro, AjayManro, Ajay

Opara-Mottah, Ethel C.Opara-Mottah, Ethel C.

Ali, Mezher H.Ali, Mezher H.

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Article abstract of DOI:10.1039/c39880000272

Bromination of fully protected 1,2-O-benzylidenated pyranoses with bromotrichloromethane and u.v. light or N-bromosuccinimide gives 2-O-benzoyl glycosyl bromides in good yields, which may be converted in situ to glycosides and disaccharides.

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Products guided by the article

Product name:Benzoic acid (4aR,6S,7R,8S,8aR)-6-bromo-2-methyl-8-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

Cas No:116731-46-5

116731-46-5

R&D Labs maybe for 116731-46-5

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