A synthesis of 3-acetamido-3-deoxy-D-glycero-D-gulo-heptose and 3-acetamido-3-deoxy-D-glycero-D-ido-heptose from 2-acetamido-2-deoxy-D-glucose
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منابع مشابه
Methyl 2-acetamido-2-deoxy-β-D-glucopyranoside dihydrate and methyl 2-formamido-2-deoxy-β-D-glucopyranoside.
Methyl 2-acetamido-2-deoxy-β-D-glucopyranoside (β-GlcNAcOCH(3)), (I), crystallizes from water as a dihydrate, C(9)H(17)NO(6)·H(2)O, containing two independent molecules [denoted (IA) and (IB)] in the asymmetric unit, whereas the crystal structure of methyl 2-formamido-2-deoxy-β-D-glucopyranoside (β-GlcNFmOCH(3)), (II), C(8)H(15)NO(6), also obtained from water, is devoid of solvent water molecul...
متن کاملFacile synthesis of nitrophenyl 2-acetamido-2-deoxy-α-D-mannopyranosides from ManNAc-oxazoline
The synthetic procedures for a large-scale preparation of o- and p-nitrophenyl 2-acetamido-2-deoxy-α-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.
متن کامل2-Acetamido-2-deoxy-3-O-β-d-galactopyranosyl-d-glucose dihydrate
In the title compound, C(14)H(25)NO(11)·2H(2)O, the primary hydroxyl group connected to the anomeric C atom of the N-acetyl-β-d-glucopyran-ose residue exhibits positional disorder, with occupancy factors for the α and β anomers of 0.77 and 0.23, respectively. The two torsion angles (Φ and Ψ) and the bridge angle (τ) that describe conformation of the glycosidic linkage between the galactopyran-o...
متن کاملTowards inhibitors of glycosyltransferases: A novel approach to the synthesis of 3-acetamido-3-deoxy-D-psicofuranose derivatives
A novel synthetic strategy leading to 3-acetamido-3-deoxy-D-psicofuranose 9 is presented. The latter compound, after some manipulations, was transformed into fully protected 3-acetamido-3-deoxy-D-psicofuranose 11 as a potential substrate for the synthesis of N-acetylglucosaminyltransferase inhibitors designed by computational methods. After the attempted thioglycosylation of 11 with EtSH in the...
متن کاملN,N'-Diacetylchitobionic N-alkylamides: synthesis, and interaction with two 2-acetamido-2-deoxy-D-glucose-binding lectins.
Condensation of N,N’-diacetylchitobiono-1,54actone, obtained by oxidation of N,N’-diacetylchitobiose, with n-alkylamines gave NJ’-diacetylchitobionic IValkylamides. The interaction of these glycolipids with wheat-germ agglutinin and Griffonia simplicifolia II lectin is described.
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ژورنال
عنوان ژورنال: Canadian Journal of Chemistry
سال: 1978
ISSN: 0008-4042,1480-3291
DOI: 10.1139/v78-113