Glucopyranosiduronic phenyl

Phenyl p-D-glucopyranosiduronic acid not phenyl p-D-glucuronoside or phenyl glucuronide H... 

Early attempts to prepare phenyl a- and /3-D-glucopyranosiduronic acid by this reaction were not always successful.However, by performing the oxidation at a slightly higher temperature (about 90°) and at pH 8-10, and by using more catalyst, it has been found possible to obtain both compounds - the use of really fresh catalyst is also important. The following modification of the original procedure for the preparation of the or anomer has been found to improve the yield nearly four-fold. 

D-Glucopyranosiduronic acid, [4-fluoro-3-(2-hydroxyphenoxy)phenyl]methyl... 

Condensation of the appropriate per-O-acetylated glycopyranosyl bromide with 4-aminobenzenethiol in the presence of sodium methoxide has been used to prepare 4-aminophenyl l-thio-j3-D-gluco-, -galacto-, and -xylo-pyranosides and 4-aminophenyl 2-acetamido-2-deoxy-1 -thio-jS-D-glucopyranoside. 4-Amino-phenyl l-thio-/3-D-glucopyranosiduronic acid was synthesized by condensation of methyl (2,3,4-tri-O-acetyI-a-D-glucopyranosyl bromide)uronate with 4-aminobenzenethiol, followed by saponification with sodium hydroxide. An attempt to obtain the l,2-ci5-l-thioaldopyranoside by reaction of 4,6-di-0-acetyl-2,3-0-carbonyl-a-D-mannopyranosyl bromide (191) with sodium 4-nitrobenzene-... 

Amino-2-hydroxy-5-(4-methylbenzoyl)phenyl]-P-D-glucopyranosiduronic acid, 623... 

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