Methyl D-mannopyranoside

Base Information

• Chemical Name: Methyl D-mannopyranoside
• CAS No.: 51023-63-3
• Molecular Formula: C7H14O6
• Molecular Weight: 194.185
• European Community (EC) Number: 256-918-9
• DSSTox Substance ID: DTXSID401316036
• Nikkaji Number: J261.613K
• Mol file: 51023-63-3.mol

Synonyms:alpha-methyl-D-mannose;alpha-methylmannose;alpha-methylmannoside;beta-methylmannoside;methyl alpha-D-mannopyranoside;methyl beta-D-mannopyranoside;methyl D-mannopyranoside;methyl mannoside;methyl mannoside, (alpha-D)-isomer;methyl-alpha-D-mannoside;methylmannose;methylmannoside;methylmannoside, alpha-D-isomer

Chemical Property of Methyl D-mannopyranoside

Chemical Property:

• Vapor Pressure: 1.15E-07mmHg at 25°C
• Boiling Point: 389.1°Cat760mmHg
• Flash Point: 189.1°C
• Density: 1.47g/cm³
• XLogP3: -2.2
• 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:

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)O)O)O
• Isomeric SMILES: COC1[C@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O

Technology Process of Methyl D-mannopyranoside

There total 208 articles about Methyl D-mannopyranoside 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: 99.0%

tert-Butyl-diphenyl-((2R,3R,4S,5R)-3,4,5-tris-benzyloxymethoxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-silane → methyl D-glucopyranoside (97-30-3,617-04-9,709-50-2,1824-94-8,2152-78-5,3396-99-4,6819-48-3,18469-06-2,20550-04-3,22277-65-2,29411-57-2,35437-40-2,35437-43-5,36191-11-4,36191-12-5,39598-79-3,39598-80-6,39598-89-5,51023-63-3,51223-62-2,51224-38-5,51224-39-6,51224-40-9,51224-41-0,51819-81-9,51819-82-0,51819-83-1,56688-81-4,62279-53-2,64281-79-4,64281-80-7,64912-19-2,66101-73-3,78184-90-4,84368-39-8,84368-40-1,84368-41-2,92142-37-5,93302-26-2,103421-28-9,115794-08-6,3149-68-6)

Guidance literature:

With methanol; bromine; for 0.333333h; Heating;

DOI:10.1055/s-2001-15136

Reference yield: 90.0%

methanol (67-56-1) + D-glucose ethylene dithioacetal (3650-65-5) → methyl D-glucopyranoside (97-30-3,617-04-9,709-50-2,1824-94-8,2152-78-5,3396-99-4,6819-48-3,18469-06-2,20550-04-3,22277-65-2,29411-57-2,35437-40-2,35437-43-5,36191-11-4,36191-12-5,39598-79-3,39598-80-6,39598-89-5,51023-63-3,51223-62-2,51224-38-5,51224-39-6,51224-40-9,51224-41-0,51819-81-9,51819-82-0,51819-83-1,56688-81-4,62279-53-2,64281-79-4,64281-80-7,64912-19-2,66101-73-3,78184-90-4,84368-39-8,84368-40-1,84368-41-2,92142-37-5,93302-26-2,103421-28-9,115794-08-6,3149-68-6)

Guidance literature:

With iodine; for 18h; Heating;

DOI:10.1016/S0040-4039(00)83890-3

Reference yield:

methanol (67-56-1) + D-Mannose (530-26-7) → methyl-α,β-D-mannopyranoside (51023-63-3) + (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol (617-04-9)

Guidance literature:

With acetyl chloride; for 1.5h; Heating;

DOI:10.1248/cpb.29.2571

upstream raw materials:

methyl beta-D-galactopyranoside

Methyl mannoside

methyl beta-D-glucopyranoside

methanol

Downstream raw materials:

Acetic acid (2R,3R,4S,5S)-3,5-diacetoxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-4-yl ester

tetra-O-acetyl-1-O-methyl-β-D-glucopyranose

methyl 2,3,4,6-tetra-O-benzyl-D-mannopyranoside

2,3,4,6-Tetra-O-benzyl-methyl-α/β-D-galactopyranoside