Topic
Glucal
About: Glucal is a research topic. Over the lifetime, 590 publications have been published within this topic receiving 8960 citations. The topic is also known as: D-glucal.
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TL;DR: In this article, 3,4,6-Tri-O-acetyl-D-glucal and 2,3, 4, 6-tri-6-tetra-Oacetyl 2-hydroxy-Dglucocal were found to give the corresponding 1′-cyanoethyl 4,6di-O.acetyl2,2,3-dideoxy- and 2.4, 6 tri-tri tri-Otyl-3-deoxy-D.hex-hex-2-enopyranosides
Abstract: 3,4,6-Tri-O-acetyl-D-glucal and 2,3,4,6-tetra-O-acetyl-2-hydroxy-D-glucal were found to give the corresponding 1′-cyanoethyl 4,6-di-O-acetyl-2,3-dideoxy- and 2,4,6-tri-O-acetyl-3-deoxy-D-erythro-hex-2-enopyranosides in high yields in the photochemical reaction with lactonitrile accompanied by the elimination of acetic acid and the rearrangement of their double bond.
2 citations
TL;DR: In this article, the authors used voltammetry and ultramicroelectrodes to investigate the kinetic aspects of the electrochemical bromination of 3,4,6-tri-O -acetyl-d -glucal in acetonitrile (AN), dichloromethane (DCM), and dimethylsulfoxide (DMSO).
2 citations
2 citations
TL;DR: A facile synthesis of anomerically pure phthalimidomethyl 2,3,4,6-tetra-O -acetyl- and 2, 3,di-O-acetyl 4,6,di O -benzoyl-α-d -mannopyranosides (6 and 9b ) starting from N -hydroxymethylphthalimide and tri-O −acetyl d -glucal is described as discussed by the authors.
Abstract: A facile synthesis of anomerically pure phthalimidomethyl 2,3,4,6-tetra- O -acetyl- and phthalimidomethyl 2,3-di- O -acetyl-4,6-di- O -benzoyl-α- d -mannopyranosides ( 6 and 9b ) starting from N -hydroxymethylphthalimide and tri- O -acetyl- d -glucal is described. Compounds 3 , 6 , 8 , 9a and 9b have been tested for their hypolipidemic activity in mice. All these compound showed significant reduction of plasma cholesterol and triglyceride levels. Compound 9b has been found to possess the highest activity.
2 citations
Patent•
02 Nov 1999
TL;DR: In this article, the problem of obtaining a new compound having inhibitory activity against selection, useful as a therapeutic agent for inflammatory diseases, by introducing a methylene chain to between an aromatic ring and a saccharide part and providing a distance between the saccharides part and a carboxylic acid on the aromatic ring was solved.
Abstract: PROBLEM TO BE SOLVED: To obtain a new compound having inhibitory activity against selection, useful as a therapeutic agent for inflammatory diseases, by introducing a methylene chain to between an aromatic ring and a saccharide part and providing a distance between the saccharide part and a carboxylic acid on the aromatic ring and orientation with the degree of freedom. SOLUTION: This compound is shown by formula I [Ar is an aryl ring or a heteroaryl ring; R is H, a 1-6C alkyl or the like; (n) is 1-5; Sugar is an (unsaturated) saturated monosaccharide composed of L-series or D-series of formula II, formula III (R is H or a hydroxyl-protecting group; R is H, methyl or the like; (p) is 1-3) or the like], its salt, its ester or other derivatives such as 1-C-(3'-carboxybenzyl)-6-deoxy-L-glucal. The compound of formula I is obtained by reacting a glucal of formula IV (R is a hydroxyl-protecting group; R to R are each a 1-6C alkyl; R is H or CH2 OR ) made into a stannous compound with a substituted benzyl halide of formula V (R is H, a protecting carboxy or the like) in the presence of a palladium-containing complex catalyst.
2 citations