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1,2,3,6-tetra-O-benzoyl-4-O-(2,3,6-tri-O-benzoyl-β-D-galactopyranosyl)-β-D-glucopyranose is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

101615-01-4

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101615-01-4 Usage

Chemical structure

A complex carbohydrate compound consisting of a β-D-glucopyranose ring with four benzoyl groups attached to the 1, 2, 3, and 6 positions, and a β-D-galactopyranosyl ring with three benzoyl groups attached to the 2, 3, and 6 positions.

Monosaccharide composition

A derivative of glucose and galactose, two common monosaccharides.

Functional groups

Contains benzoyl ester groups, which are aromatic esters derived from benzoic acid.

Stereochemistry

The compound has a β-configuration for both the glucopyranose and galactopyranosyl rings, indicating the orientation of the hydroxyl group on the anomeric carbon (C1 for glucopyranose and C1 for galactopyranosyl).

Solubility

Likely soluble in organic solvents such as chloroform, methanol, and acetone due to the presence of aromatic benzoyl groups.

Stability

Relatively stable under normal conditions, but sensitive to hydrolysis and other reactions that can cleave the ester linkages.

Reactivity

The benzoyl ester groups can undergo hydrolysis, transesterification, and other reactions that involve the ester functional group.

Applications

Used in organic synthesis and carbohydrate chemistry for studying the reactivity and behavior of complex carbohydrates, as well as for developing potential pharmaceutical applications.

Structural analysis

The compound's structure can be analyzed using techniques such as nuclear magnetic resonance (NMR) spectroscopy and mass spectrometry to determine the positions of the benzoyl groups and the connectivity of the sugar units.

Synthesis

The compound can be synthesized through a series of glycosylation reactions, protecting group manipulations, and deprotection steps, starting from the corresponding monosaccharides (glucose and galactose) and benzoic acid derivatives.

Check Digit Verification of cas no

The CAS Registry Mumber 101615-01-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,1,6,1 and 5 respectively; the second part has 2 digits, 0 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 101615-01:
(8*1)+(7*0)+(6*1)+(5*6)+(4*1)+(3*5)+(2*0)+(1*1)=64
64 % 10 = 4
So 101615-01-4 is a valid CAS Registry Number.

101615-01-4Downstream Products

101615-01-4Relevant academic research and scientific papers

Synthesis of Aminoethyl Glycosides of the Carbohydrate Chains of Glycolipids Gb3, Gb4, and Gb5

Cheshev,Khatuntseva,Gerbst,Tsvetkov,Shashkov,Nifantiev

, p. 372 - 381 (2007/10/03)

4-O-Glycosylation of 2-azidoethyl 2,3,6-tri-O-benzoyl-4-O-(2,3,6-tri-O- benzoyl-β-D-galactopyranosyl)-β-D-glucopyranoside with ethyl 2,3,4,6-tetra-O-benzyl- and ethyl 3-O-acetyl-2,4,6-tri-O-benzyl-1-thio-α- D-galactopyranoside in the presence of methyl trifluoromethanesulfonate led to trisaccharide 2-azido-ethyl (2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)- (1→4)-(2,3,6-tri-O-benzoyl-β-D-galactopyranosyl)-(1→4)-2,3, 6-tri-O-benzoyl-β-D-glucopyranoside and its 3″-O-acetylated analogue, 2-azidoethyl (3-O-acetyl-2,4,6-tri-O-benzyl-α-D-galactopyranosyl)- (1→4)-(2,3,6-tri-O-benzoyl-β-D-galactopyranosyl)-(1→4)-2,3, 6-tri-O-benzoyl-β-D-glucopyranoside in yields of 85 and 83%, respectively. Deacetylation of the latter compound and subsequent glycosylation with 4-trichloroacetamidophenyl 3,4,6-tri-O-acetyl-2-deoxy-1-thio-2-trichloro- acetamido-β-D-galactopyranoside and 4-trichloroacetamidophenyl 4,6-di-O-acetyl-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl) -1-thio-2-trichloroacetamido-β-D-galactopyranoside in dichloromethane in the presence of N-iodosuccinimide and trifluoromethanesulfonic acid resulted in the corresponding selectively protected derivatives of the tetrasaccharide GalNAc(β1→3)Gal(α1→4)Gal(β1→4)Glcβ-OCH 2CH2N3 and the pentasaccharide Gal(β1→3)GalNAc(β1→3)Gal(α→4)Gal(β1→4) Glcβ-OCH2CH2N3 in 88 and 73% yields, respectively. Removal of O-protecting groups, substitution of acetyl group for the N-trichloroacetyl group, and reduction of the aglycone azide group resulted in the target 2-aminoethyl globo-tri-, -tetra-, and -pentasaccharide, respectively.

Chemical synthesis of the human Pk-antigenic determinant.

Jacquinet,Sinay

, p. 143 - 149 (2007/10/02)

Condensation of 1,2,3, 6-tetra-O-benzoyl-4-O-(2,3,6-tri-O-benzoyl-beta-D-galactopyranosyl) -alpha-D-glucopyranose with 2,3,4,6-tetra-O-benzyl-alpha-D-galactopyranosyl chloride in 1,2-dichloroethane in the presence of 2,4,6-trimethylpyridine, silver trifla

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