31506-20-4

Basic information

• Product Name: Methyl 2-O-methyl-α-D-glucopyranosiduronic acid methyl ester
• Synonyms: Methyl 2-O-methyl-α-D-glucopyranosiduronic acid methyl ester
• CAS NO: 31506-20-4
• Molecular Formula: C9H16O7
• Molecular Weight: 236.21914
• Mol File: 31506-20-4.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 349.7±42.0 °C(Predicted)
• Appearance: /
• Density: 1.31±0.1 g/cm3(Predicted)
• PKA: 12.59±0.70(Predicted)
• CAS DataBase Reference: Methyl 2-O-methyl-α-D-glucopyranosiduronic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 2-O-methyl-α-D-glucopyranosiduronic acid methyl ester(31506-20-4)
• EPA Substance Registry System: Methyl 2-O-methyl-α-D-glucopyranosiduronic acid methyl ester(31506-20-4)

Safety Data

• Hazardous Substances Data: 31506-20-4(Hazardous Substances Data)

Upstream product

• 18486-51-6 1-O-methyl-α-D-glucopyranuronic acid methyl ester 
• 74-88-4 methyl iodide 
• 186581-53-3 diazomethane 

Relevant articles and documents

Regioselective methylation of methyl glycopyranosides with diazomethane in the presence of transition-metal chlorides and of boric acid

Partial methylation of the methyl pyranosides of a number of pentoses, hexoses, 6-deoxyhexoses, methyl uronates and their methyl ethers with diazomethane in the presence of transition-metal chlorides and boric acid was studied. It was found for methyl glycosides of pentoses and 6-deoxyhexoses that tin(II), antimony(III), and titanium(IV) chlorides as well as boric acid promoted substitution mainly of OH-3, but with cerium(III) and zinc(II) salts mainly substitution of OH-2 was observed. Methylation of methyl β-l-rhamnopyranoside demonstrated higher reactivity of OH-2 in all cases. The methylation of methyl glycosides of hexoses in the presence of tin(II), antimony(III) and cerium(III) chlorides gave mainly 3-methyl ethers. The 3-methyl ethers, which are not involved in further complexation, accumulated up to 50-80% of the reaction mixture (95-100% of monomethyl ether fraction). Convenient preparative syntheses of methyl ethers for a number of sugars are suggested. Copyright (C) 1999 Elsevier Science Ltd.