2-Amino-2-deoxy-D-glucose, conversion

Amino 2 deoxy d glucose, conversion of hydrochloride to 2 acetamido-2 deoxy d glucose, 46, 2 l-(Ammomcthyl) cycloheptanol, 46, 31 2 Amino 2 methyl 1 propanol in isolation of levopimanc acid 45, 64 c-Amino p nitrobiphenyl, by nitration of o aminobiphenyl, 46, 86 from o,p dimtrobiphenyl, 46, 88 Amino 2 propanone, semicarbazone... 

Amino-2-deoxy-D-glucose, conversion of hydrochloride to 2-acetamido-2-deoxy-D-glucose, 46, 2... 

Amino groups in dithioacetals undergo normal substitution reactions. Conventional reactions have been reported to occur with acetic anhydride,88,90,91 benzoyl chloride,46,92 l-fluoro-2,4-dinitrobenzene,250 p-toluenesulfonyl chloride,247 and benzyloxycarbonyl chloride92 the reported92 application of sodium chloride and methyl iodide to the conversion of 2-amino-2-deoxy-D-glucose diethyl dithioacetal hydrochloride into a pentamethyl derivative is presumed to be an error. Although crude 2-acetamido-2-deoxy-D-glucose diethyl dithioacetal was in one instance converted in low yield into a poorly... 

Three groups have reported on the conversion of the Af-benzyloxy-carbonyl derivatives of 2-amino-2-deoxy-D-glucose (162) and (163) to the oxazolones (166) and (167), respectively. Zervas and coworkers used... 

Conversion of 2-Amino-2-deoxy-l-thio-D-glucose Derivatives into Glycosyl Halide Derivatives. A Tetra-O-acetylglycosylsulfenyl Bromide, D. Horton, M. L. Wolfrom,... 

Deoxy-D-glucose also serves as starting material for a 19-step synthesis of the antifungal and immunosupressive agent myriocin A 223. Key steps in this synthesis involved conversion of ketone 221 to 222 via modified Darzens reaction, and introduction of the amino functionality through azide opening of an intermediate chloroepoxide derived from 222. ... 

By Amadori Reaction. — 1-Amino-1-deoxy-D-fnictose derivatives (Amadori compounds) have been prepared by reaction of D-glucose vith a series of aliphatic amino acids (e.g. glycine, P-alanine, y-aminobutyric acid, 5-aminovaleric acid, e-aminocaproic acid and AT-formyl-L-lysine), and characterized by H- and C-n.m.r. and FAB-mass spectrometry and pH-potentiometric titration. The P-pyranose form dominates in aqueous solution. The basicity of the amino-group in these compounds is decreased (by -1.5 of the IKa value) relative to the parent amino acid. The formation of l-)V-butylamino-l-deoxy-4-0-(a-D-glucopyranosyl)-D-fructose by Amadori reaction of maltose and butylamine, and its conversion to the amino-reductone 23 have been reported. ... 

More-specific methods are available for identifying and quantitating the typical, amino sugar component of heparin (and some heparan sulfate species), namely, 2-deoxy-2-sulfoamino-D-glucose. Most of these methods are based on conversion of these residues into 2,5-anhydro-D-mannose by deamination with nitrous acid (see Section VIII,2). The 2,5-anhydro-D-mannose residues may be determined either colorimetrically,52-54 or fluorimetrically.55... 

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