3-O-Methyl-D-glucopyranose

Base Information

• Chemical Name: 3-O-Methyl-D-glucopyranose
• CAS No.: 3370-81-8
• Molecular Formula: C7H14 O6
• Molecular Weight: 194.185
• Hs Code.: 29400000
• Nikkaji Number: J150.785K
• Mol file: 3370-81-8.mol

Synonyms:3-O-Methyl-D-glucopyranose;3370-81-8;(3R,4S,5R,6R)-6-(Hydroxymethyl)-4-methoxytetrahydro-2H-pyran-2,3,5-triol;NSC 62383;NSC 61740;3-O-Methyl-D-glucopyranoside;D-Glucopyranose, 3-O-methyl-;(3R,4S,5R,6R)-6-(hydroxymethyl)-4-methoxyoxane-2,3,5-triol;3-O-Methylglucopyranose;Glucopyranose, 3-O-methyl-, D-;D-Glucoyranose, 3-O-methyl-;3-O-methyl-glucopyranose;SCHEMBL1696450;MFCD00006608;AKOS015903700;CS-0362884

Chemical Property of 3-O-Methyl-D-glucopyranose

Chemical Property:

• Vapor Pressure: 2.69E-08mmHg at 25°C
• Melting Point: 162-165 °C
• Refractive Index: 1.5600 (estimate)
• Boiling Point: 406.3°Cat760mmHg
• PKA: 12.05±0.70(Predicted)
• Flash Point: 199.5°C
• PSA: 99.38000
• Density: 1.47g/cm³
• LogP: -2.56730
• Storage Temp.: 0-6°C
• Solubility.: DMSO (Slightly), Water (Slightly)
• 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:

97% ^*data from raw suppliers

3-O-Methyl-D-glucopyranose ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

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](OC([C@@H]1O)O)CO)O
• Uses: 3-O-Methyl-D-glucopyranose is a methylated glucose; non-metabolizable hexose involved in the interference of glucose metabolism. It is used to study hexose translocation across the blood-brain interface via infusing into one inter nal carotid artery. A methylated glucose; non-metabolizable hexose involved in the interference of glucose metabolism. It is used to study hexose translocation across the blood-brain interface via infusing into one internal carotid artery.

Technology Process of 3-O-Methyl-D-glucopyranose

There total 19 articles about 3-O-Methyl-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:

C64H106O22 (89355-04-4) → 2,3,4-tri-O-methyl-D-xylose (1130-67-2,7434-17-5,14187-52-1,16742-41-9,27963-91-3,54192-87-9,60325-15-7,60687-08-3,90364-49-1) + 2,3,4,6-tetra-O-methyl-D-sorbitol (4207-99-2,20227-21-8,20316-58-9,36725-77-6,87422-26-2) + 3-O-methyl-D-glucopyranose (3370-81-8) + erythrodiol (545-48-2,55869-95-9,118204-21-0)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 8h; Heating;

DOI:10.1007/BF00576083

Reference yield:

C66H110O23 (90138-32-2) → 2,3,4-tri-O-methyl-D-xylose (1130-67-2,7434-17-5,14187-52-1,16742-41-9,27963-91-3,54192-87-9,60325-15-7,60687-08-3,90364-49-1) + 2,3,4,6-tetra-O-methyl-D-sorbitol (4207-99-2,20227-21-8,20316-58-9,36725-77-6,87422-26-2) + 3-O-methyl-D-glucopyranose (3370-81-8) + erythrodiol (545-48-2,55869-95-9,118204-21-0)

Guidance literature:

With lithium aluminium tetrahydride; sulfuric acid; Multistep reaction. Further byproducts given; 2) methanol;

DOI:10.1007/BF00574792

Reference yield:

→ 1-deoxy-D-xylofuranose (53448-53-6) + D-Glucose (2280-44-6) + 3-O-methyl-D-glucopyranose (3370-81-8) + (3S,3aS,5aS,5bS,7aR,9S,11aS,13aS)-9-Hydroxy-3,5a,8,8,11a-pentamethyl-3-(4-methyl-pent-3-enyl)-3,3a,5,5a,5b,6,7,7a,8,9,10,11,11a,13-tetradecahydro-2-oxa-pentaleno[1,6a-a]phenanthrene-1,4-dione (23518-98-1)

Guidance literature:

With hydrogenchloride; at 100 ℃; for 2h; Further byproducts given. Title compound not separated from byproducts;

DOI:10.1007/BF00598327

upstream raw materials:

C₆₄H₁₀₆O₂₂

C₆₆H₁₁₀O₂₃

dimethyl sulfate

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

Downstream raw materials:

Benzyl 3-O-methyl-D-glucopyranoside

methyl 4,6-O-benzylidene-3-O-methyl-α-D-glucopyranoside

methyl 4,6-O-benzylidene-3-O-methyl-β-D-glucopyranoside

(4aR,7R,8R,8aR)-6,8-Dimethoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol