Methyl-4,6-DI-O-methylmannoside

Base Information

• Chemical Name: Methyl-4,6-DI-O-methylmannoside
• CAS No.: 13000-41-4
• Molecular Formula: C₉H₁₈O₆
• Molecular Weight: 222.238
• DSSTox Substance ID: DTXSID801347641
• Nikkaji Number: J354.537G
• Wikidata: Q63395245
• Mol file: 13000-41-4.mol

Synonyms:13000-41-4;SCHEMBL7151858;DTXSID801347641;METHYL-4,6-DI-O-METHYLMANNOSIDE;methyl 4,6-di-o-methyl-alpha-d-mannopyranoside;Q63395245

Chemical Property of Methyl-4,6-DI-O-methylmannoside

Chemical Property:

• XLogP3: -1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 222.11033829
• Heavy Atom Count: 15
• Complexity: 187

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COCC1C(C(C(C(O1)OC)O)O)OC
• Isomeric SMILES: COC[C@@H]1[C@H]([C@@H]([C@@H]([C@H](O1)OC)O)O)OC

Technology Process of Methyl-4,6-DI-O-methylmannoside

There total 2 articles about Methyl-4,6-DI-O-methylmannoside 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:

dimethyl sulfate (77-78-1) + (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol (617-04-9) → methyl di-2,6-O-methyl-α-D-mannopyranoside (7225-55-0,22323-69-9,23397-50-4,59830-21-6,65877-27-2,65877-28-3,23392-38-3) + methyl 3,6-di-O-methyl-α-D-mannopyranoside (27552-02-9) + Methyl 4,6-di-O-methyl-α-D-mannopyranoside (4153-25-7,13000-41-4,23262-68-2,23487-00-5,25029-39-4,35780-76-8,52554-55-9,82262-93-9) + methyl 2,3,4,6-tetra-O-methyl-α-D-mannopyranoside (3149-62-0)

Guidance literature:

With sodium hydroxide; In water; Yield given. Further byproducts given. Yields of byproduct given;

DOI:10.1016/0008-6215(83)88296-2

Reference yield:

dimethyl sulfate (77-78-1) + (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol (617-04-9) → methyl 3,4,6-tri-O-methyl-α-D-mannopyranoside (6150-07-8) + methyl di-2,6-O-methyl-α-D-mannopyranoside (7225-55-0,22323-69-9,23397-50-4,59830-21-6,65877-27-2,65877-28-3,23392-38-3) + methyl 3,6-di-O-methyl-α-D-mannopyranoside (27552-02-9) + Methyl 4,6-di-O-methyl-α-D-mannopyranoside (4153-25-7,13000-41-4,23262-68-2,23487-00-5,25029-39-4,35780-76-8,52554-55-9,82262-93-9)

Guidance literature:

With sodium hydroxide; In water; Yield given. Further byproducts given. Yields of byproduct given;

DOI:10.1016/0008-6215(83)88296-2

Reference yield: 86.0%

VO(3+)*OC6H4CHNCH(CH2C6H5)CO2(2-)*OCH3(1-)*CH3OH=VO(OC6H4CHNCH(CH2C6H5)CO2)(OCH3)(CH3OH) + Methyl 4,6-di-O-methyl-α-D-mannopyranoside (4153-25-7,13000-41-4,23262-68-2,23487-00-5,25029-39-4,35780-76-8,52554-55-9,82262-93-9) → VO(C9H17O6)(OC6H4CHNCH(CH2C6H5)CO2)

Guidance literature:

In dichloromethane; elem. anal.;

upstream raw materials:

dimethyl sulfate

(2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol

Downstream raw materials:

Methyl 3-O-benzyl-4,6-di-O-methyl-α-D-mannopyranoside

methyl 2-O-benzyl-4,6-di-O-methyl-α-D-mannopyranoside

methyl 2,4,6-tri-O-methyl-α-D-mannopyranoside

methyl 3,4,6-tri-O-methyl-α-D-mannopyranoside

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