Methyl 4-O-beta-D-glucopyranosyl-beta-D-glucopyranoside

Base Information

• Chemical Name: Methyl 4-O-beta-D-glucopyranosyl-beta-D-glucopyranoside
• CAS No.: 7216-73-1
• Molecular Formula: C13H24O11
• Molecular Weight: 356.327
• European Community (EC) Number: 230-604-1
• DSSTox Substance ID: DTXSID101315510
• Nikkaji Number: J227.447G
• Mol file: 7216-73-1.mol

Synonyms:methyl beta-cellobioside

Chemical Property of Methyl 4-O-beta-D-glucopyranosyl-beta-D-glucopyranoside

Chemical Property:

• Boiling Point: 648.7oC at 760 mmHg
• Flash Point: 346.1oC
• PSA: 178.53000
• Density: 1.63g/cm3
• LogP: -4.74310
• XLogP3: -4.2
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 5
• Exact Mass: 356.13186158
• Heavy Atom Count: 24
• Complexity: 396

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1C(C(C(C(O1)CO)OC2C(C(C(C(O2)CO)O)O)O)O)O
• Isomeric SMILES: CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O

Technology Process of Methyl 4-O-beta-D-glucopyranosyl-beta-D-glucopyranoside

There total 64 articles about Methyl 4-O-beta-D-glucopyranosyl-beta-D-glucopyranoside 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: 89.0%

sodium methylate (124-41-4) + 1-bromo-2,3,6,2',3',4',6'-hepta-O-acetyl-β-cellobioside → methyl β-D-cellobioside (7216-73-1)

Guidance literature:

With methanol; In water; at 20 ℃;

Reference yield:

peracetylated methyl β-cellobioside (30021-60-4) → methyl β-D-cellobioside (7216-73-1)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃;

DOI:10.1016/j.carres.2009.11.007

Reference yield:

methanol (67-56-1) + acetobromocellobiose (14227-66-8) → methyl β-D-cellobioside (7216-73-1)

Guidance literature:

With silver trifluoromethanesulfonate; In dichloromethane; at -30 ℃;

upstream raw materials:

barium methoxide

methyl-[O²,O³,O⁶-triacetyl-O⁴-(tetra-O-acetyl-β-D-glucopyranosyl)-β-D-mannopyranoside]

methanol

acetobromocellobiose

Downstream raw materials:

formic acid

gluconic acid

C₄₃H₄₃B₅O₁₃

C₉₂H₈₉B₁₁O₂₆

Refernces

• 1、 Karrer,Tschan. "-". . p. 680. Retrieved 1926.
• 2、 -. "DITHIOLSACCHARIDE MUCOLYTIC AGENTS AND USES THEREOF". . . Retrieved 2020/05/06.
• 3、 Tanaka, Tomonari,Kikuta, Naoya,Kimura, Yoshiharu,Shoda, Shin-Ichiro. "Metal-catalyzed stereoselective and protecting-group-free synthesis of 1,2-cis-glycosides using 4,6-dimethoxy-1,3,5-triazin-2-yl glycosides as glycosyl donors". supporting information. p. 846 - 848. Retrieved 2015/06/22.