7381-08-0

Basic information

• Product Name: Methyl 2-O,3-O-dimethyl-α-D-xylopyranoside
• Synonyms: Methyl 2,3-di-O-methylxylopyranoside;Methyl 2-O,3-O-dimethyl-α-D-xylopyranoside
• CAS NO: 7381-08-0
• Molecular Formula: C8H16O5
• Molecular Weight: 192.21
• Mol File: 7381-08-0.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Methyl 2-O,3-O-dimethyl-α-D-xylopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 2-O,3-O-dimethyl-α-D-xylopyranoside(7381-08-0)
• EPA Substance Registry System: Methyl 2-O,3-O-dimethyl-α-D-xylopyranoside(7381-08-0)

Safety Data

• Hazardous Substances Data: 7381-08-0(Hazardous Substances Data)

Upstream product

• 186581-53-3 diazomethane 
• 91-09-8 methyl-α-D-xylopyranoside 

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.