117605-33-1

Basic information

• Product Name: methyl 4,6-O-(4’-methoxybenzylidene)-α-D-glucopyranoside
• Synonyms: methyl 4,6-O-(4’-methoxybenzylidene)-α-D-glucopyranoside
• CAS NO: 117605-33-1
• Molecular Weight: 312.32
• Mol File: 117605-33-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: methyl 4,6-O-(4’-methoxybenzylidene)-α-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 4,6-O-(4’-methoxybenzylidene)-α-D-glucopyranoside(117605-33-1)
• EPA Substance Registry System: methyl 4,6-O-(4’-methoxybenzylidene)-α-D-glucopyranoside(117605-33-1)

Safety Data

• Hazardous Substances Data: 117605-33-1(Hazardous Substances Data)

Upstream product

• 2186-92-7 p-Anisaldehyde dimethyl acetal 
• 709-50-2 methyl beta-D-glucopyranoside 

Downstream Products

• 1319723-49-3 methyl 4,6-O-p-methoxybenzylidene-2,3-di-O-benzyl-β-D-glucopyranoside 
• 1403227-82-6 methyl 2,3-di-O-benzyl-6-O-p-methoxybenzyl-4-O-methyl-β-D-glucopyranoside 
• 51433-17-1 Methyl 2,3-di-O-benzyl-4-O-methyl-β-D-glucopyranoside 
• 156881-26-4 methyl 2,3-di-O-benzyl-4,6-O-(4-methoxybenzyl)-β-D-glucopyranoside 
• 148312-82-7 methyl (methyl-2,3-bis-O-(phenylmethyl)-β-D-glucopyranoside)uronate 
• 6988-40-5 methyl 2,3-di-O-benzyl-β-D-glucopyranoside 
• 439812-49-4 methyl 2,3-di-O-acetyl-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranoside 
• 117560-28-8 methyl 4,6-O-(4-methoxybenzylidene)-3-deoxy-3-iodo-β-D-allopyranoside 
• 127666-21-1 methyl 2,3-dideoxy-4,6-O-(4-methoxybenzylidene)-β-D-erythro-hex-2-enopyranoside 

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.

Propargyloxycarbonyl (Poc) as a Protective Group for the Hydroxyl Function in Carbohydrate Synthesis

(Matrix Presented) The propargyloxycarbonyl (Poc) group can be used for the selective protection of the hydroxyl function in carbohydrates and can be removed under neutral conditions using tetrathiomolybdate MoS42- (1) in CH3CN at room temperature. Under the conditions of deprotection benzylidine acetals, benzyl ethers, acetyl and levulinoyl esters, and allyl and benzyl carbonates are left untouched. It has also been shown that the new protective group (Poc) is compatible with acidic, basic, and also glycosylation conditions.

New Halogenation Reagent Systems Useful for the Mild One-Step Conversion of Alcohols into Iodides or Bromides

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