2,3,4,6-TETRAMETHYL-D-GLUCOSE

Base Information

• Chemical Name: 2,3,4,6-TETRAMETHYL-D-GLUCOSE
• CAS No.: 7506-68-5
• Molecular Formula: C₁₀H₂₀O₆
• Molecular Weight: 236.265
• Hs Code.: 2940000080
• Mol file: 7506-68-5.mol

Synonyms:Glucopyranose,2,3,4,6-tetra-O-methyl-, D- (8CI);2,3,4,6-Tetra-O-methyl-D-glucopyranose;2,3,4,6-Tetramethyl-D-glucose;NSC 407020;

Chemical Property of 2,3,4,6-TETRAMETHYL-D-GLUCOSE

Chemical Property:

• Vapor Pressure: 1.92E-05mmHg at 25°C
• Melting Point: 87-89 °C
• Refractive Index: 1.456
• Boiling Point: 324.4 °C at 760 mmHg
• PKA: 11.85±0.70(Predicted)
• Flash Point: 150 °C
• PSA: 66.38000
• Density: 1.14 g/cm³
• LogP: -0.60500

Purity/Quality:

98%min ^*data from raw suppliers

2,3,4,6-Tetra-O-methyl-D-glucose ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-40
• Safety Statements: 22-26-36

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,3,4,6-TETRAMETHYL-D-GLUCOSE

There total 21 articles about 2,3,4,6-TETRAMETHYL-D-GLUCOSE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

1,2,3,4,2',3',4',6'-octa-O-methylgentiobiose (1633-35-8) → 2,3,4-tri-O-methyl-D-glucopyranose (1136-20-5,1136-21-6,4239-62-7,13704-10-4,27539-49-7,32568-58-4,35775-21-4,35775-22-5,84413-48-9) + 2,3,4,6-tetra-O-methyl-D-glucopyranose (1139-97-5,1139-98-6,1851-12-3,3353-52-4,6163-35-5,14184-49-7,19146-17-9,22248-57-3,34361-56-3,34361-57-4,57793-53-0,7506-68-5)

Guidance literature:

With trimethylsilyl iodide; In tetrachloromethane; at 25 ℃; for 0.5h; Product distribution; cleavage of interglycosidic linkages of var. pertrimethylsilylated disaccharides;

DOI:10.1016/0008-6215(83)88138-5

Reference yield: 39.0%

phenyl 2,3,4,6-tetra-O-methyl-1-sulfinyl-β-D-galactopyranoside → (3R,4S,5S,6R)-3,4,5-Trimethoxy-6-methoxymethyl-tetrahydro-pyran-2-ol (3353-52-4,1139-97-5,1139-98-6,1851-12-3,6163-35-5,7506-68-5,14184-49-7,19146-17-9,22248-57-3,34361-56-3,34361-57-4,57793-53-0) + 2,3,4,6-tetra-O-methyl-1-(phenylsulfenyl)-β-D-galactopyranoside + 2,3,4,6-tetra-O-methyl-1-(phenylsulfenyl)-α-D-galactopyranoside

Guidance literature:

With 2,6-di-tert-butyl-4-methylpyridine; trifluoromethylsulfonic anhydride; 4 A molecular sieve; In dichloromethane; at -78 ℃;

DOI:10.1021/ja980827h

Reference yield:

quercetin-3-O-glucoside (482-35-9,482-36-0,64052-89-7,65549-68-0,90327-16-5,112457-37-1) + methyl iodide (74-88-4) → 2,3,4,6-tetra-O-methyl-D-glucopyranose (1139-97-5,1139-98-6,1851-12-3,3353-52-4,6163-35-5,14184-49-7,19146-17-9,22248-57-3,34361-56-3,34361-57-4,57793-53-0,7506-68-5) + 2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-4H-chromen-4-one (855-97-0)

Guidance literature:

With hydrogenchloride; sodium hydride; Multistep reaction; 1.) DMSO; 2.) AcOH, H₂O;

upstream raw materials:

Daucosterol

diazomethane

quercetin-3-O-glucoside

methyl iodide

Downstream raw materials:

2,3,4,6-Tetra-O-methyl-D-glucose-4-nitrobenzolsulfonylhydrazon

phenyl 2,3,4,6-tetra-O-methyl-1-thio-β-D-glucopyranoside

phenyl 2,3,4,6-tetra-O-methyl-1-thio-α-D-glucopyranoside

phenyl 2,3,4,6-tetra-O-methyl-1-thio-β-D-galactopyranoside

Refernces

• 1、 Li, Wei,Tang, Weizhi,Ji, Juan,Xia, Xiudong,Rui, Xin,Chen, Xiaohong,Jiang, Mei,Zhou, Jianzhong,Dong, Mingsheng. "Characterization of a novel polysaccharide with anti-colon cancer activity from Lactobacillus helveticus MB2-1". . p. 6 - 14. Retrieved 2015/05/13.
• 2、 Gildersleeve, Jeff. "Sulfenate intermediates in the sulfoxide glycosylation reaction". . p. 5961 - 5969. Retrieved 2007/10/03.