3-O-Methyl-Beta-D-Glucopyranose

Base Information

• Chemical Name: 3-O-Methyl-Beta-D-Glucopyranose
• CAS No.: 13224-95-8
• Molecular Formula: C₇H₁₄O₆
• Molecular Weight: 194.185
• UNII: TKO1G59YXR
• Nikkaji Number: J429.059C
• Wikidata: Q27453928
• Mol file: 13224-95-8.mol

Synonyms:3-O-Methyl-Beta-D-Glucopyranose;TKO1G59YXR;3-O-methyl-beta-d-glucose;UNII-TKO1G59YXR;13224-95-8;beta-D-Glucopyranose, 3-O-methyl-;3MG;2qw1;SCHEMBL5429250;3-O-METHYL-.BETA.-D-GLUCOSE;3-O-METHYL-.BETA.-D-GLUCOPYRANOSE;.BETA.-D-GLUCOPYRANOSE, 3-O-METHYL-;Q27453928;3-O-methyl-beta-D-glucose;3-O-methyl-D-glucose;3-O-methyl-glucose;(2R*,3R*,4S*,5R*,6R*)-6-Hydroxymethyl-4-methoxy-tetrahydro-pyran-2,3,5-triol;(2R,3R,4S,5R,6R)-6-(Hydroxymethyl)-4-methoxytetrahydro-2H-pyran-2,3,5-triol

Chemical Property of 3-O-Methyl-Beta-D-Glucopyranose

Chemical Property:

• XLogP3: -2.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 194.07903816
• Heavy Atom Count: 13
• Complexity: 163

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1C(C(OC(C1O)O)CO)O
• Isomeric SMILES: CO[C@H]1[C@@H]([C@H](O[C@H]([C@@H]1O)O)CO)O

Technology Process of 3-O-Methyl-Beta-D-Glucopyranose

There total 12 articles about 3-O-Methyl-Beta-D-Glucopyranose 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:

holothurin A (38-26-6) → β-D-glucose (492-61-5) + β-D-xylopyranoside (2460-44-8) + 6-deoxy-β-D-glucopyranose (22611-09-2) + 3-O-methyl-β-D-glucopyranose (13224-95-8)

Guidance literature:

With hydrogenchloride; In water; at 100 ℃; for 2h; Product distribution; structure investigation;

DOI:10.1248/cpb.29.1951

Reference yield:

(3aR,5R,6S,6aR)-5-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-6-methoxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]-dioxol (97834-06-5) → 3-O-methyl-D-glucose (13224-94-7) + 3-O-methyl-β-D-glucopyranose (13224-95-8)

Guidance literature:

With Amberlite IR-120 (H⁺ form); In water; at 80 ℃; for 16h; Overall yield = 100 percent; Overall yield = 39.6 mg;

DOI:10.1002/anie.201906577

Reference yield:

GVT polysaccharide → 3-O-methyl-α-D-galactopyranose (3370-81-8,13224-94-7,13224-95-8,18046-04-3,20972-04-7,27552-10-9,31505-24-5,34685-48-8,34685-62-6,35521-95-0,55058-38-3,55058-40-7,65831-49-4,126874-22-4,126874-23-5,24807-95-2)

Guidance literature:

With hydrogenchloride; sulfuric acid; water; at 25 ℃; for 0.25h;

DOI:10.1016/j.carres.2011.11.014

upstream raw materials:

holothurin A

(3aR,5R,6S,6aR)-5-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-6-methoxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]-dioxol

1,2:5,6-di-O-isopropylidene-α-D-gulose

5-[2,2-dimethyl-(4R)-1,3-dioxolan-4-yl]-2,2-dimethyl-(3aR,5R,6R,6aR)-perhydrofuro[2,3-d][1,3]dioxol-6-yl methyl ether

Downstream raw materials:

(S,S)-1,2:4,6-di-O-benzylidene-3-O-methyl-α-D-gulose

(S)-4,6-O-benzylidene-3-O-methyl-D-gulose