162680-20-8

Basic information

• Product Name: methyl 4,6-O-[(R)-(4-methoxyphenyl)methylene]-α-D-glucopyranoside
• Synonyms: methyl 4,6-O-[(R)-(4-methoxyphenyl)methylene]-α-D-glucopyranoside
• CAS NO: 162680-20-8
• Molecular Weight: 312.32
• Mol File: 162680-20-8.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: methyl 4,6-O-[(R)-(4-methoxyphenyl)methylene]-α-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 4,6-O-[(R)-(4-methoxyphenyl)methylene]-α-D-glucopyranoside(162680-20-8)
• EPA Substance Registry System: methyl 4,6-O-[(R)-(4-methoxyphenyl)methylene]-α-D-glucopyranoside(162680-20-8)

Safety Data

• Hazardous Substances Data: 162680-20-8(Hazardous Substances Data)

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 97-30-3 methyl-alpha-D-glucopyranoside 
• 2186-92-7 p-Anisaldehyde dimethyl acetal 

Downstream Products

• 162583-80-4 methyl 3-O-benzyl-4,6-O-(p-methoxybenzylidene)-α-D-glucopyranoside 
• 162583-81-5 methyl 2-O-benzyl-4,6-O-(p-methoxybenzylidene)-α-D-glucopyranoside 
• 342789-77-9 methyl 4,6-O-(4-methoxybenzylidene)-2,3-O-di-(4-methoxyphenylmethyl)-α-D-glucopyranoside 
• 177554-88-0 methyl 2-O-benzyl-3-deoxy-4-O-(p-methoxybenzyl)-6-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-α-D-ribo-hexopyranoside 
• 177554-87-9 methyl 3-O-benzyl-2-deoxy-4-O-(p-methoxybenzyl)-6-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-α-D-arabino-hexopyranoside 
• 177554-81-3 Dithiocarbonic acid O-[(2R,4aR,6S,7R,8S,8aR)-7-benzyloxy-6-methoxy-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl] ester S-methyl ester 
• 177554-75-5 Dithiocarbonic acid O-[(2R,4aR,6S,7R,8S,8aR)-8-benzyloxy-6-methoxy-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl] ester S-methyl ester 
• 177554-82-4 (2R,4aR,6S,7R,8aS)-7-Benzyloxy-6-methoxy-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxine 
• 177554-76-6 methyl 3-O-benzyl-2-deoxy-4,6-O-(p-methoxybenzylidene)-α-D-glucopyranoside 
• 177554-83-5 [(2R,3S,5R,6S)-5-Benzyloxy-6-methoxy-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-methanol 
• 177554-77-7 [(2R,3S,4R,6S)-4-Benzyloxy-6-methoxy-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-methanol 
• 637316-89-3 Acetic acid (2R,4aR,6S,7R,8S,8aS)-8-hydroxy-6-methoxy-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester 
• 50711-26-7 methyl 2,3-di-O-benzyl-α-D-glucopyranosiduronic acid 
• 1461641-29-1 methyl 2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl-(1→4)-2,3-di-O-benzyl-1-O-methyl-α-D-glucopyranosyluronate 

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.

Synthesis of asymmetrically substituted scyllo-inositol

scyllo-Inositol, a rare member of the inositol family, is present in axinelloside A, a marine metabolite with interesting inhibitory activity against human telomerase. Here, we present a concise synthesis of asymmetrically substituted scyllo-inositol star

MACROLIDES AND METHODS OF THEIR PREPARATION AND USE

Provided herein are methods of preparing macrolides by the coupling of an eastern and western half, followed by macrocyclization, to provide macrolides, including both known and novel macrolides. Intermediates in the synthesis of macrolides including the eastern and western halves are also provided. Pharmaceutical compositions and methods of treating infectious diseases and inflammatory conditions using the inventive macrolides are also provided. A general diastereoselective aldol methodology used in the synthesis of the western half is further provided.