2,4,6-Tri-o-methyl-d-galactose

Base Information

• Chemical Name: 2,4,6-Tri-o-methyl-d-galactose
• CAS No.: 5856-20-2
• Molecular Formula: C₉H₁₈O₆
• Molecular Weight: 222.238
• UNII: 1RFN7PY7GB
• Nikkaji Number: J503.566J
• Wikidata: Q27252792
• Mol file: 5856-20-2.mol

Synonyms:2,4,6-tri-o-methyl-d-galactose;2,4,6-tri-o-methylgalactose;1RFN7PY7GB;2,4,6-Tri-O-methylgalactose, D-;UNII-1RFN7PY7GB;D-Galactose, 2,4,6-tri-O-methyl-;Galactose, 2,4,6-tri-O-methyl-, D-;5856-20-2;SCHEMBL5406151;Q27252792

Chemical Property of 2,4,6-Tri-o-methyl-d-galactose

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

Technology Process of 2,4,6-Tri-o-methyl-d-galactose

There total 4 articles about 2,4,6-Tri-o-methyl-d-galactose 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:

low-molecular-mass polysaccharide from Cucurbia moschata → 2,3-di-O-methyl-L-arabinose (6778-35-4) + (2R,3S,4S)-4-Hydroxy-2,3,5-trimethoxy-pentanal (6798-48-7) + 2,4,6-tri-O-methyl-D-galactose (5856-20-2) + 2,3,4,6-tetra-O-methyl-D-galactose (3615-47-2,5856-22-4,15075-09-9,4060-05-3) + 3-O-methyl-L-rhamnose (18546-13-9) + C9H16(2)H2O6 + C10H18O7

Guidance literature:

low-molecular-mass polysaccharide from Cucurbia moschata; With sodium borodeuteride; N-cyclohexyl-N'-β-(4-methylmorpholinium)ethylcarbodiimide p-toluenesulfonate;

With sodium hydroxide; methyl iodide; In dimethyl sulfoxide; Further stages;

DOI:10.1016/j.carbpol.2020.117090

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

Reference yield:

p-nitrophenyl 4,6-O-benzylidene-3-O-D-galactopyranosyl-β-D-galactopyranoside (81562-07-4,81562-08-5) + methyl iodide (74-88-4) → 2.3.4-Tri-O-methyl-D-galactose (4060-09-7,4060-13-3,4239-83-2,5856-24-6,7330-01-0,40896-77-3,58894-01-2) + 2,4,6-tri-O-methyl-D-galactose (5856-20-2) + O3,O4,O6-trimethyl-D-galactose (31655-52-4,5856-25-7) + 2,3,4,6-tetra-O-methyl-D-galactose (3615-47-2,5856-22-4,15075-09-9,4060-05-3)

Guidance literature:

With barium hydroxide octahydrate; sulfuric acid; barium(II) oxide; Multistep reaction; 1.) DMF, room temperature, 2.) water, 98 deg C, 5 h;

DOI:10.1016/S0008-6215(00)81003-4

upstream raw materials:

p-nitrophenyl 4,6-O-benzylidene-3-O-D-galactopyranosyl-β-D-galactopyranoside

methyl iodide

Refernces

• 1、 Yadava, Raj N.,Sharma, Jay D.,Yadav, Anurekha. "New constituent from Argemone mexicana Linn.". . p. 472 - 474. Retrieved 2014/06/09.
• 2、 Abbas, Saled A.,Barlow, Joseph J.,Matta, Khushi L.. "SYNTHESIS OF p-NITROPHENYL 3-O-β-D-GALACTOPYRANOSYL-β-D-GALACTOPYRANOSIDE AND p-NITROPHENYL 3-O-α-D-GALACTOPYRANOSYL-β-D-GALACTOPYRANOSIDE". . p. 231 - 244. Retrieved 2007/10/02.