4153-24-6

Basic information

• Product Name: Methyl 2-O,3-O,4-O-trimethyl-α-D-glucopyranoside
• Synonyms: Methyl 2-O,3-O,4-O-trimethyl-α-D-glucopyranoside
• CAS NO: 4153-24-6
• Molecular Formula: C₁₀H₂₀O₆
• Molecular Weight: 236.2622
• Mol File: 4153-24-6.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 315.8±42.0 °C(Predicted)
• Appearance: /
• Density: 1.14±0.1 g/cm3(Predicted)
• PKA: 14.48±0.10(Predicted)
• CAS DataBase Reference: Methyl 2-O,3-O,4-O-trimethyl-α-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 2-O,3-O,4-O-trimethyl-α-D-glucopyranoside(4153-24-6)
• EPA Substance Registry System: Methyl 2-O,3-O,4-O-trimethyl-α-D-glucopyranoside(4153-24-6)

Safety Data

• Hazardous Substances Data: 4153-24-6(Hazardous Substances Data)

Upstream product

• 186581-53-3 diazomethane 
• 20908-66-1 methyl 2-O-methyl-α-D-glucopyranoside 
• 34698-05-0 methyl 2-O-methyl-β-D-galactopyranoside 

Downstream Products

• 84961-25-1 ((2R,3R,4S,5R)-3,4,5-Trimethoxy-6-phenylsulfanyl-tetrahydro-pyran-2-yl)-methanol 
• 57467-09-1 ((2R,3R,4S,5R,6S)-3,4,5,6-tetramethoxytetrahydro-2H-pyran-2-yl)methyl 4-methylbenzenesulfonate 
• 83075-57-4 methyl 6-O-benzyl-2,3,4-tri-O-methyl-α-D-glucopyranoside 
• 1256138-21-2 C₃₀H₄₃BrO₁₃ 
• 1256138-24-5 methyl (4,6-O-benzylidene-2-O-bromoacetyl-3-O-pivaloyl-α-D-mannopyranoside)-(1->6)-2,3,4-O-methyl-α-D-glucopyranoside 
• 1256138-27-8 methyl (4,6-O-benzylidene-2-O-diazoacetyl-3-O-pivaloyl-α-D-mannopyranoside)-(1->6)-2,3,4-O-methyl-α-D-glucopyranoside 
• 1256138-30-3 C₃₀H₄₂O₁₃ 
• 1256138-43-8 C₃₀H₄₂O₁₃ 
• 1441885-12-6 C₃₀H₄₂O₁₃ 
• 1256138-33-6 methyl (4,6-O-benzylidene-2-O-diazoacetyl-3-O-pivaloyl-β-D-glucopyranoside)-(1->6)-2,3,4-O-methyl-α-D-glucopyranoside 
• 1256138-40-5 C₃₀H₄₃BrO₁₃ 

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.