2,3,4,6-Tetra-O-benzyl-D-galactopyranose

Base Information

• Chemical Name: 2,3,4,6-Tetra-O-benzyl-D-galactopyranose
• CAS No.: 6386-24-9
• Molecular Formula: C34H36O6
• Molecular Weight: 540.656
• European Community (EC) Number: 826-705-0,432-870-6
• DSSTox Substance ID: DTXSID801224584
• Nikkaji Number: J636.109I
• Mol file: 6386-24-9.mol

Synonyms:2,3,4,6-Tetra-O-benzyl-D-galactopyranose;6386-24-9;(3R,4S,5S,6R)-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-ol;2,3,4,6-tetrakis-O-(phenylMethyl)-D-Galactopyranose;2,3,4,6-Tetra-O-benzyl-D-glucopyranose;MFCD00132927;SCHEMBL1900721;OGOMAWHSXRDAKZ-BJPULKCASA-N;DTXSID801224584;AMY36501;AKOS015919081;2,3,4,6-tetra-O-benzyl-galactopyranose;AS-18091;2,3,4,6-tetra-O-benzyl-D-galacto-pyranose;T2112;2,3,4,6-Tetra-O-benzyl-D-galactose, >=98%;2,3,4,6-Tetra-O-benzyl-D-galactopyranose, 97%;2-O,3-O,4-O,6-O-Tetrabenzyl-D-galactopyranose;(3R,4S,5S,6R)-3,4,5-Tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-ol;(3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-ol

Chemical Property of 2,3,4,6-Tetra-O-benzyl-D-galactopyranose

Chemical Property:

• Melting Point: 64-69°C
• Boiling Point: 672.4±55.0 °C(Predicted)
• PKA: 11.87±0.70(Predicted)
• Density: 1.22±0.1 g/cm3(Predicted)
• Storage Temp.: ?20°C
• XLogP3: 5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 13
• Exact Mass: 540.25118886
• Heavy Atom Count: 40
• Complexity: 665

Purity/Quality:

99.9% ^*data from raw suppliers

2,3,4,6-Tetra-O-benzyl-D-galactopyranose ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COCC2C(C(C(C(O2)O)OCC3=CC=CC=C3)OCC4=CC=CC=C4)OCC5=CC=CC=C5
• Isomeric SMILES: C1=CC=C(C=C1)COC[C@@H]2[C@@H]([C@@H]([C@H](C(O2)O)OCC3=CC=CC=C3)OCC4=CC=CC=C4)OCC5=CC=CC=C5

Technology Process of 2,3,4,6-Tetra-O-benzyl-D-galactopyranose

There total 376 articles about 2,3,4,6-Tetra-O-benzyl-D-galactopyranose 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: 100.0%

1-deoxy-1-(S-ethyl)-2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside (74666-83-4,105990-37-2,125354-46-3,125354-47-4,125411-99-6,108739-67-9) → 2,3,4,6-Tetra-O-benzyl-D-glucopyranose (4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,4132-28-9)

Guidance literature:

With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; water; at 20 ℃; for 1h;

DOI:10.1002/chem.200600262

Reference yield: 100.0%

2,3,4,6-tetra-O-benzyl-1-O-propynyl-D-glucopyranoside → 2,3,4,6-Tetra-O-benzyl-D-glucopyranose (4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,4132-28-9)

Guidance literature:

With water; gold(III) chloride; In acetonitrile; at 20 ℃; for 12h;

DOI:10.1021/ja062425c

Reference yield: 100.0%

phenyl 2,3,4,5-tetra-O-benzyl-1-thio-β-D-glucopyranoside (38184-10-0) → 2,3,4,6-Tetra-O-benzyl-D-glucopyranose (4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,4132-28-9)

Guidance literature:

With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; water; at 20 ℃; for 1h;

DOI:10.1002/chem.200600262

upstream raw materials:

2,3,4,6-Tetra-O-benzyl-N,N-dimethyl-D-gluconamid

methyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside

1-O-acetyl-2,3,4,6-tetra-O-benzyl-D-glucopyranoside

2-(trimethylsilyl)ethyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside

Downstream raw materials:

O-(2,3,4,6-Tetra-O-benzyl-β-D-glucopyranosyl)-N,2,2-triphenylacetimidat

ethyl 2-(2,3,4,6-tetra-O-benzyl-β-D-mannopyranosyl)acetate

ethyl 2-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)acetate

ethyl 2-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)acetate