2,3,6-Tri-O-methyl-D-mannose

Base Information

• Chemical Name: 2,3,6-Tri-O-methyl-D-mannose
• CAS No.: 5856-21-3
• Molecular Formula: C₉H₁₈O₆
• Molecular Weight: 222.238
• UNII: 92OK4MZ27H
• Wikidata: Q27271518
• Mol file: 5856-21-3.mol

Synonyms:2,3,6-Tri-O-methyl-D-mannose;92OK4MZ27H;D-Mannose, 2,3,6-tri-O-methyl-;Mannose, 2,3,6-tri-O-methyl-, D-;UNII-92OK4MZ27H;5856-21-3;2,3,6-tri-o-methylmannose;SCHEMBL1004823;Q27271518

Chemical Property of 2,3,6-Tri-O-methyl-D-mannose

Chemical Property:

• XLogP3: -1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 222.11033829
• Heavy Atom Count: 15
• Complexity: 174

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COCC(C(C(C(C=O)OC)OC)O)O
• Isomeric SMILES: COC[C@H]([C@H]([C@@H]([C@@H](C=O)OC)OC)O)O

Technology Process of 2,3,6-Tri-O-methyl-D-mannose

There total 8 articles about 2,3,6-Tri-O-methyl-D-mannose 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:

permethylated Tricholoma matsutake fruiting body polysaccharide TMP-A → 2,3,4-tri-O-methyl-D-xylose (4060-04-2) + 2,3-di-O-methyl-D-glucose (4261-27-2) + 2,3,6-tri-O-methyl-D-glucose (4234-44-0,4060-06-4,5856-21-3,35949-77-0,89157-11-9) + 2,3,6-tri-O-methyl-D-galactose (4060-06-4)

Guidance literature:

With formic acid; water; at 100 ℃; for 10h;

DOI:10.1016/j.carbpol.2010.04.010

Reference yield:

glucan, content of α-(1->4) linkage: 10.9% → 2,3-di-O-methyl-D-glucose (4261-27-2) + 2,4-Me2-Glc (19887-43-5) + 2,3,6-tri-O-methyl-D-glucose (4234-44-0,4060-06-4,5856-21-3,35949-77-0,89157-11-9) + 2,3,4-tri-O-methyl-D-glucose (4060-09-7) + 2,4,6-tri-O-methyl-D-glucose (4578-22-7) + 2,3,4,6-tetra-O-methyl-D-glucose (3615-47-2)

Guidance literature:

glucan, content of α-(1->4) linkage: 10.9%;

With water; trifluoroacetic acid;

DOI:10.1021/jf104629g

Reference yield:

permethylated Syagrus oleracea 415-kDa galactomannoglucan → 2,3,6-tri-O-methyl-D-mannose (5856-21-3) + 2,3,6-tri-O-methyl-D-glucose (4234-44-0,4060-06-4,5856-21-3,35949-77-0,89157-11-9) + 2,4,6-tri-O-methyl-D-galactose (5856-20-2) + 2.3.4.6-Tetra-O-methyl-D-mannose (15075-09-9) + 2,3,4,6-tetra-O-methyl-D-glucose (3615-47-2)

Guidance literature:

With water; trifluoroacetic acid; at 100 ℃; for 2h;

DOI:10.1016/j.foodchem.2010.05.066

upstream raw materials:

acetic anhydride

Downstream raw materials:

O²,O³,O⁶-Trimethyl-O⁴,O⁵-bis-(4-nitro-benzoyl)-D-mannose

O²,O³,O⁶-Trimethyl-O¹,O⁴-bis-(4-nitro-benzoyl)-α-D-mannopyranose

methyl-[O²,O³,O⁶-trimethyl-O⁴-(toluene-4-sulfonyl)-β-D-glucopyranoside]

O²,O³,O⁶-Trimethyl-O⁴,O⁵-bis-(4-nitro-benzoyl)-D-glucose