6988-40-5

Basic information

• Product Name: methyl 2,3-di-O-benzyl-α-D-mannopyranoside
• CAS NO: 6988-40-5
• Molecular Weight: 374.434
• Mol File: 6988-40-5.mol
• Article Data: 28

Chemical Properties

• CAS DataBase Reference: methyl 2,3-di-O-benzyl-α-D-mannopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2,3-di-O-benzyl-α-D-mannopyranoside(6988-40-5)
• EPA Substance Registry System: methyl 2,3-di-O-benzyl-α-D-mannopyranoside(6988-40-5)

Safety Data

• Hazardous Substances Data: 6988-40-5(Hazardous Substances Data)

Upstream product

• 13035-24-0 methyl 2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranoside 
• 64-19-7 acetic acid 
• 101312-02-1 methyl 2,3-di-O-benzyl-4,6-di-O-benzylidene-β-D-glucopyranoside 
• 100-39-0 benzyl bromide 
• 709-50-2 methyl beta-D-glucopyranoside 
• 122079-59-8 methyl 2,3-di-O-benzyl-4,6-O-isopropylidene-β-D-galactopyranoside 
• 71117-36-7 methyl 4,6-O-(S)-benzylidene-β-D-galactopyranoside 
• 162426-14-4 methyl 4,6-O-benzylidene-β-D-galactopyranoside 2,3-di-O-benzoate 
• 51842-18-3 methyl 2,3-di-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside 
• 23392-28-1 methyl 3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside 
• 4148-71-4 methyl (exo-Ph)-2,3: 4,6-di-O-benzylidene-α-D-mannopyranoside 
• 1092482-98-8 2,3-di-O-benzyl-4-O-(o-nitro)benzyl-α-D-mannopyranoside 
• 617-04-9 (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol 
• 71117-37-8 (2R,4aR,6R,7R,8R,8aS)-6-Methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol 

Downstream Products

• 148312-82-7 methyl (methyl-2,3-bis-O-(phenylmethyl)-β-D-glucopyranoside)uronate 
• 112260-58-9 methyl 2,3-di-O-benzyl-4,6-bis-O-(trifluoromethanesulfonyl)-β-D-glucopyranoside 
• 124040-33-1 methyl 2,3-di-O-benzyl-β-D-glucopyranoside 4,6-di-(phenylsulfate) 
• 124040-31-9 methyl 2,3-di-O-benzyl-β-D-glucopyranoside 6-(phenylsulfate) 
• 20771-16-8 Methyl 4,6-di-O-acetyl-2,3-di-O-benzyl-β-D-glucopyranoside 
• 161518-50-9 Methyl 4-O-acetyl-2,3-di-O-benzyl-6-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside 
• 161518-54-3 Methyl 2,3-di-O-benzyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-6-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside 
• 4356-80-3 methyl 2,3,4-tri-O-benzyl-β-D-glucopyranoside 
• 19488-61-0 methyl 2,3,4,6-tetra-O-benzyl α-D-glucopyranoside 
• 19488-49-4 methyl 2,3,6-tri-O-benzyl-β-D-glucopyranoside 
• 79698-16-1 methyl 4,6-di-O-benzoyl-2,3-di-O-benzyl-β-D-glucopyranoside 
• 31873-35-5 methyl 6-O-benzoyl-2,3-di-O-benzyl-β-D-glucopyranoside 
• 74801-22-2 methyl 2,3-di-O-benzyl-6-O-(tert-butyldimethylsilyl)-4-O-(methylsulfonyl)-β-D-glucopyranoside 
• 130257-50-0 methyl 2,3-di-O-benzyl-6-O-tert-butyldimethylsilyl-β-D-glucopyranoside 

Relevant articles and documents

Synthesis and mass spectrometric analysis of disaccharides from methanolysis of heparan sulfate

The quantification of heparan sulfate (HS) in biological matrices, e.g., urine, cerebrospinal fluid, tissue samples etc., is of great importance for the diagnosis and prognosis of several of the mucopolysaccharidosis (MPS) disorders, which are lysosomal storage diseases of impaired glycosaminoglycan metabolism. The development of suitable assays for this purpose is challenging due to the high molecular weight and complexity of HS. Recent efforts towards this goal include the acid catalysed methanolysis of HS, which desulfates the polymer and results in the formation of disaccharide cleavage products which can be detected and quantified by LC-MS/MS. We have synthesized a library of 12 HS-derived disaccharides as methanolysis standards via the stereoselective 1,2-cis glycosylation of suitably protected GlcA and IdoA acceptors with a 2-deoxy-2-azido thioglucoside donor. This facilitated identification of the major peaks in the LC-MS/MS chromatograms, and potentially will allow the monitoring of specific metabolites as surrogate markers for genotype. This work also paves the way towards a fully quantitative LC-MS/MS assay for HS via the preparation of a suitably labelled derivative.

A green and convenient method for regioselective mono and multiple benzoylation of diols and polyols

An efficient method for regioselective benzoylation of diols and polyols was developed. The benzoylation is catalyzed by only 0.2 equiv of benzoate anion in acetonitrile with the addition of a stoichiometric amount of benzoic anhydride under very mild condition, leading to high yields. Compared with all other methods, this method shows particular advantage in regioselective multiple benzoylation of polyols, and in avoiding the use of any metal-based catalysts and any amine bases, which is more environment-friendly.

Selective 4,6-O-benzylidene formation of methyl α-d-mannopyranoside using 2,6-dimethylbenzaldehyde

While methyl α-d-glucopyranosides and α-d-galactopyranosides selectively form 4,6-O-benzylidenes when reacted with excess benzaldehyde in the presence of acid catalyst methyl α-d-mannopyranosides does not exhibit the same selectivity because of the cis-ar