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Facile synthesis of nitrophenyl 2-acetamido-2-deoxy-alpha-D-mannopyranosides from ManNAc-oxazoline
- 1.0390159 - MBÚ 2013 RIV DE eng J - Journal Article
Křenek, Karel - Šimon, Petr - Weignerová, Lenka - Fliedrová, Barbora - Kuzma, Marek - Křen, Vladimír
Facile synthesis of nitrophenyl 2-acetamido-2-deoxy-alpha-D-mannopyranosides from ManNAc-oxazoline.
Beilstein Journal of Organic Chemistry. Roč. 8, MAR 2012 (2012), s. 428-432. ISSN 1860-5397. E-ISSN 1860-5397
R&D Projects: GA ČR GAP207/10/0321; GA MŠMT(CZ) 7E11011
Keywords : alpha-ManNAc * glycosylation * glycosidase
Subject RIV: CC - Organic Chemistry
Impact factor: 2.801, year: 2012
The synthetic procedures for a large-scale preparation of o- and p-nitrophenyl 2-acetamido-2-deoxy-alpha-D-mannopyranoside are described. The synthetic pathway employs the glycosylation of phenol with ManNAc oxazoline, followed by nitration of the aromatic moiety yielding a separable mixture of the o- and p-nitrophenyl derivative in a 2:3 ratio
Permanent Link: http://hdl.handle.net/11104/0219056
Number of the records: 1