2,3-DI-O-Methyl-D-glucopyranose

Base Information

• Chemical Name: 2,3-DI-O-Methyl-D-glucopyranose
• CAS No.: 1133-45-5
• Molecular Formula: C8H16O6
• Molecular Weight: 208.211
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID40595384
• Mol file: 1133-45-5.mol

Synonyms:2,3-DI-O-METHYL-D-GLUCOPYRANOSE;1133-45-5;(3R,4S,5R,6R)-6-(HYDROXYMETHYL)-3,4-DIMETHOXYOXANE-2,5-DIOL;DTXSID40595384

Chemical Property of 2,3-DI-O-Methyl-D-glucopyranose

Chemical Property:

• PSA: 88.38000
• LogP: -1.91320
• XLogP3: -1.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 208.09468823
• Heavy Atom Count: 14
• Complexity: 175

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,3-Di-O-methyl-D-glucopyranose ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1C(C(OC(C1OC)O)CO)O
• Isomeric SMILES: CO[C@H]1[C@@H]([C@H](OC([C@@H]1OC)O)CO)O

Technology Process of 2,3-DI-O-Methyl-D-glucopyranose

There total 15 articles about 2,3-DI-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:

salsoloside C permethylate (89837-89-8) → 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) + 2,3-Di-O-methyl-D-glucopyranose (1133-45-5) + erythrodiol (545-48-2,55869-95-9,118204-21-0)

Guidance literature:

With lithium aluminium tetrahydride; sulfuric acid;

DOI:10.1007/BF00575171

Reference yield:

methyl 2-acetamido-2-deoxy-4,6-di-O-methyl-3-O-(methyl 4-O-acetyl-2,3-di-O-methyl-β-D-glucopyranosyluronate)-α-D-glucopyranoside (80831-89-6) → 2,3-Di-O-methyl-D-glucopyranose (1133-45-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 75 percent / 0.4M barium hydroxide / methanol / 0 °C

2: 85 percent / methanol / 0.17 h

3: 83 percent / 0.5M lithium borohydride / not given / 24 h / Ambient temperature

4: M sulfuric acid / 10 h / 100 °C

With barium dihydroxide; lithium borohydride; sulfuric acid; In methanol;

DOI:10.1016/S0008-6215(00)80974-X

Reference yield:

methyl 2-acetamido-2-deoxy-3-O-(2,3-di-O-methyl-β-D-glucopyranosyl)-4,6-di-O-methyl-α-D-glucopyranoside (80831-95-4) → 2,3-Di-O-methyl-D-glucopyranose (1133-45-5)

Guidance literature:

With sulfuric acid; at 100 ℃; for 10h;

DOI:10.1016/S0008-6215(00)80974-X

upstream raw materials:

methyl 2-acetamido-2-deoxy-3-O-(2,3-di-O-methyl-β-D-glucopyranosyl)-4,6-di-O-methyl-α-D-glucopyranoside

salsoloside C permethylate

dimethyl sulfate

methyl 2-acetamido-2-deoxy-4,6-di-O-methyl-3-O-(2,3-di-O-methyl-β-D-glucopyranosyluronic acid)-α-D-glucopyranoside