2,6-Di-O-methyl-beta-cyclodextrin

Base Information

• Chemical Name: 2,6-Di-O-methyl-beta-cyclodextrin
• CAS No.: 51166-71-3
• Molecular Formula: C56H98O35
• Molecular Weight: 1331.37
• Hs Code.: 29400090
• UNII: 5FJP73E35O
• DSSTox Substance ID: DTXSID501311203
• Nikkaji Number: J1.192.515D
• Wikidata: Q27261971
• ChEMBL ID: CHEMBL2074619
• Mol file: 51166-71-3.mol

Synonyms:2,6-beta-O-dimethylcyclodextrin;2,6-di-O-methyl-beta-cyclodextrin;dimethyl-beta-cyclodextrin;DM-beta-CD;DM-beta-CyD;DMbeta-Cyd;heptakis(2,6-di-O-methyl)-beta-cyclodextrin;heptakis(2,6-O-dimethyl)beta-cyclodextrin;HKDBC;MEDCD cpd

Chemical Property of 2,6-Di-O-methyl-beta-cyclodextrin

Chemical Property:

• Appearance/Colour: White to faintly yellow crystalline powder
• Melting Point: 298-310 °C
• Refractive Index: 163 ° (C=1, H2O)
• Boiling Point: 1203.6 °C at 760 mmHg
• PKA: 11.63±0.70(Predicted)
• Flash Point: 681.7 °C
• PSA: 400.05000
• Density: 1.4 g/cm³
• LogP: -6.07320
• Storage Temp.: Refrigerator
• Solubility.: H2O: soluble
• Water Solubility.: 212.6g/L(cold water)
• XLogP3: -7.5
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 35
• Rotatable Bond Count: 21
• Exact Mass: 1330.5888648
• Heavy Atom Count: 91
• Complexity: 1690

Purity/Quality:

≥?96.0~102.0% ^*data from raw suppliers

2,6-Dimethyl-b-cyclodextrin ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

Useful:

• Canonical SMILES: COCC1C2C(C(C(O1)OC3C(OC(C(C3O)OC)OC4C(OC(C(C4O)OC)OC5C(OC(C(C5O)OC)OC6C(OC(C(C6O)OC)OC7C(OC(C(C7O)OC)OC8C(OC(O2)C(C8O)OC)COC)COC)COC)COC)COC)COC)OC)O
• Isomeric SMILES: COC[C@@H]1[C@@H]2[C@@H]([C@H]([C@H](O1)O[C@@H]3[C@H](O[C@@H]([C@@H]([C@H]3O)OC)O[C@@H]4[C@H](O[C@@H]([C@@H]([C@H]4O)OC)O[C@@H]5[C@H](O[C@@H]([C@@H]([C@H]5O)OC)O[C@@H]6[C@H](O[C@@H]([C@@H]([C@H]6O)OC)O[C@@H]7[C@H](O[C@@H]([C@@H]([C@H]7O)OC)O[C@@H]8[C@H](O[C@H](O2)[C@@H]([C@H]8O)OC)COC)COC)COC)COC)COC)COC)OC)O
• Uses: Induces the release of cholesterol from cholesterol-rich lipid rafts located on the surface of cells, making it a good agent for removing cholesterol from processed foods Reactant involved in:Physicochemical studies of inclusion complexesProbing diffusion and single molecule interactions with reconstituted membrane proteinsInteractions with micelles causing micellar ruptureStudying cellular transport, used as a cell penetration enhancerPhysicochemical and biopharmaceutical improvement of drugs particularly with solubilization and stabilityInteractions with cholesterol

Technology Process of 2,6-Di-O-methyl-beta-cyclodextrin

There total 21 articles about 2,6-Di-O-methyl-beta-cyclodextrin 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: 93.0%

heptakis(3-O-benzyl-2,6-di-O-methyl)-β-cyclodextrin (129371-87-5) → heptakis(2,6-di-O-methyl)cyclomaltoheptaose (51166-71-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; acetic acid; Ambient temperature;

DOI:10.1016/0008-6215(90)84214-F

Reference yield: 90.0%

Heptakis(2,6-di-O-methyl-3-O-benzoyl)-β-cyclodextrin (114797-69-2) → heptakis(2,6-di-O-methyl)cyclomaltoheptaose (51166-71-3)

Guidance literature:

With sodium methylate; In methanol; for 48h; Ambient temperature;

Reference yield: 54.0%

dimethyl sulfate (77-78-1) + β‐cyclodextrin (7585-39-9) → heptakis(2,6-di-O-methyl)cyclomaltoheptaose (51166-71-3)

Guidance literature:

With barium dihydroxide; barium(II) oxide;

DOI:10.1016/S0040-4039(00)84589-X

upstream raw materials:

heptakis(3-O-benzyl-2,6-di-O-methyl)-β-cyclodextrin

C₅₆H₉₈O₃₅*C₉H₇NO

C₅₆H₉₈O₃₅*C₆H₇NO₂

C₅₆H₉₈O₃₅*C₅H₄N₂O₃

Downstream raw materials:

C₁₄H₂₂N₂O*C₅₆H₉₈O₃₅

C₇H₅O₃^(1-)*C₅₆H₉₈O₃₅*Na⁽¹⁺⁾

Refernces

• 1、 Menger, F. M.,Williams, D. Y.. "SYNTHESIS AND PROPERTIES OF A SURFACTANT-CYCLODEXTRIN CONJUGATE.". . p. 2579 - 2582. Retrieved 1986.
• 2、 Satav, Sunita S.,Karmalkar, Rohini N.,Kulkarni, Mohan G.,Mulpuri, Nagaraju,Sastry, G. Narahari. "Formation of linear polymers with pendant vinyl groups via inclusion complex mediated polymerization of divinyl monomers". . p. 7752 - 7753. Retrieved 2006.
• 3、 Bortolus, Pietro,Monti, Sandra,Smoluch, Miroslawa,Bouas-Laurent, Henri,Desvergne, Jean-Pierre. "Influence of cyclodextrins on the fluorescence of some short and long chain linked flexible bisbenzenes in aqueous solution". . p. 1165 - 1171. Retrieved 2007/10/03.