4-Methoxyphenyl 2,4,6-Tri-O-benzyl-beta-D-galactopyranoside

Base Information

• Chemical Name: 4-Methoxyphenyl 2,4,6-Tri-O-benzyl-beta-D-galactopyranoside
• CAS No.: 247027-79-8
• Molecular Formula: C34H36O7
• Molecular Weight: 556.656
• Hs Code.: 29389090
• DSSTox Substance ID: DTXSID40444585
• Nikkaji Number: J2.208.376G
• Wikidata: Q82262765
• Mol file: 247027-79-8.mol

Synonyms:247027-79-8;4-Methoxyphenyl 2,4,6-Tri-O-benzyl-beta-D-galactopyranoside;4-Methoxyphenyl 2,4,6-tri-O-benzyl-b-D-galactopyranoside;(2R,3R,4S,5R,6S)-3,5-Bis(benzyloxy)-2-((benzyloxy)methyl)-6-(4-methoxyphenoxy)tetrahydro-2H-pyran-4-ol;(2S,3R,4S,5R,6R)-2-(4-methoxyphenoxy)-3,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-4-ol;p-Methoxyphenyl 2,4,6-tri-O-benzyl-beta-D-galactopyranoside;C34H36O7;SCHEMBL7947474;DTXSID40444585;MFCD06797134;AS-72214;CS-0207741;M1592;T72153;A877826;A1-11008;W-202030;p-Methoxyphenyl 2-O,4-O,6-O-tribenzyl-beta-D-galactopyranoside;beta-D-Galactopyranoside, 4-methoxyphenyl 2,4,6-tris-O-(phenylmethyl)-;(2R,3R,4S,5R,6S)-3,5-BIS(BENZYLOXY)-2-[(BENZYLOXY)METHYL]-6-(4-METHOXYPHENOXY)OXAN-4-OL

Chemical Property of 4-Methoxyphenyl 2,4,6-Tri-O-benzyl-beta-D-galactopyranoside

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 94 °C
• Refractive Index: -14.5 ° (C=1, CHCl3)
• Boiling Point: 705.094oC at 760 mmHg
• PKA: 12.71±0.70(Predicted)
• Flash Point: 380.227oC
• PSA: 75.61000
• Density: 1.243g/cm3
• LogP: 5.54740
• Storage Temp.: Freezer
• Solubility.: slightly sol. in Chloroform
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 13
• Exact Mass: 556.24610348
• Heavy Atom Count: 41
• Complexity: 695

Purity/Quality:

97% ^*data from raw suppliers

4-Methoxyphenyl 2,4,6-tri-O-benzyl-b-D-galactopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)OC2C(C(C(C(O2)COCC3=CC=CC=C3)OCC4=CC=CC=C4)O)OCC5=CC=CC=C5
• Isomeric SMILES: COC1=CC=C(C=C1)O[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)COCC3=CC=CC=C3)OCC4=CC=CC=C4)O)OCC5=CC=CC=C5
• Uses: 4-Methoxyphenyl 2,4,6-Tri-O-benzyl-β-D-galactopyranoside can be used to synthesize C-glycoside analogues and hexasaccharide, a repeating unit found in the cell wall lipopolysaccharide of Azospirillum lipoferum Sp59b.

Technology Process of 4-Methoxyphenyl 2,4,6-Tri-O-benzyl-beta-D-galactopyranoside

There total 8 articles about 4-Methoxyphenyl 2,4,6-Tri-O-benzyl-beta-D-galactopyranoside 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: 94.0%

p-methoxyphenyl 3-O-allyl-2,4,6-tri-O-benzyl-β-D-galactopyranoside (247027-78-7) → p-methoxyphenyl 2,4,6-tri-O-benzyl-β-D-galactopyranoside (247027-79-8)

Guidance literature:

With palladium dichloride; In methanol; toluene; at 20 ℃; for 4h;

DOI:10.1021/jo990564p

Reference yield: 67.0%

4-methoxyphenyl 3-O-(4-(2-(4-((8,8,9,9,10,10,11,11,12,12,13,13,14,14,15,15,15-heptadecafluoro-2-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)-2-(6,6,7,7,8,8,9,9,10,10,11,11,12,12,13,13,13-heptadecafluorotridecyl)pentadecyl)oxy)butoxy)ethoxy)benzyl)-2,4,6-tri-O-benzyl-β-D-galactopyranoside → 4-((8,8,9,9,10,10,11,11,12,12,13,13,14,14,15,15,15-heptadecafluoro-2-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)-2-(6,6,7,7,8,8,9,9,10,10,11,11,12,12,13,13,13-heptadecafluorotridecyl)pentadecyl)oxy)butanol + p-methoxyphenyl 2,4,6-tri-O-benzyl-β-D-galactopyranoside (247027-79-8)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1016/j.jfluchem.2014.07.014

Reference yield: 67.0%

4-methoxyphenyl 3-O-(4-(2-(4-((8,8,9,9,10,10,11,11,12,12,13,13,14,14,15,15,15-heptadecafluoro-2-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)-2-(6,6,7,7,8,8,9,9,10,10,11,11,12,12,13,13,13-heptadecafluorotridecyl)pentadecyl)oxy)butoxy)ethoxy)benzyl)-2,4,6-tri-O-benzyl-β-D-galactopyranoside → p-methoxyphenyl 2,4,6-tri-O-benzyl-β-D-galactopyranoside (247027-79-8)

Guidance literature:

With trifluoroacetic acid; In dichloromethane;

DOI:10.1016/j.jfluchem.2014.07.014

upstream raw materials:

p-methoxyphenyl 3-O-allyl-2,4,6-tri-O-benzyl-β-D-galactopyranoside

4-methoxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside

4-methoxy-phenol

p-methoxyphenyl 3-O-allyl-β-D-galactopyranoside

Downstream raw materials:

p-methoxyphenyl 2,4,6-tri-O-benzyl-β-D-xylo-hex-3-ulopyranoside

p-methoxyphenyl 3,4,6-tri-O-acetyl-2-deoxy-2-azido-β-D-galactopyranosyl-(1->3)-2,4,6-tri-O-benzyl-β-D-galactopyranoside

(2S,4aR,6S,7R,8R,8aR)-7-Azido-6-[(2R,3S,4S,5R,6S)-3,5-bis-benzyloxy-2-benzyloxymethyl-6-(4-methoxy-phenoxy)-tetrahydro-pyran-4-yloxy]-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

2-{7-azido-6-[3,5-bis-benzyloxy-2-benzyloxymethyl-6-(4-methoxy-phenoxy)-tetrahydro-pyran-4-yloxy]-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy}-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-ol