4-Methoxyphenyl 4,6-O-Benzylidene-beta-D-galactopyranoside

Base Information

• Chemical Name: 4-Methoxyphenyl 4,6-O-Benzylidene-beta-D-galactopyranoside
• CAS No.: 176299-96-0
• Molecular Formula: C20H22 O7
• Molecular Weight: 374.39
• DSSTox Substance ID: DTXSID00693678
• Mol file: 176299-96-0.mol

Synonyms:176299-96-0;4-Methoxyphenyl 4,6-O-Benzylidene-beta-D-galactopyranoside;(4aS,6S,7S,8R,8aR)-6-(4-methoxyphenoxy)-2-phenyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxine-7,8-diol;DTXSID00693678;M1710;A902529;4-Methoxyphenyl 4,6-O-benzylidene-alpha-L-allopyranoside

Chemical Property of 4-Methoxyphenyl 4,6-O-Benzylidene-beta-D-galactopyranoside

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.591
• Boiling Point: 589.699°C at 760 mmHg
• Flash Point: 310.439°C
• PSA: 86.61000
• Density: 1.322g/cm³
• LogP: 1.63490
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 374.13655304
• Heavy Atom Count: 27
• Complexity: 461

Purity/Quality:

97% ^*data from raw suppliers

4-METHOXYPHENYL 4,6-O-BENZYLIDENE-BETA-D-GALACTOPYRANOSIDE 95.00% ^*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(C3C(O2)COC(O3)C4=CC=CC=C4)O)O
• Isomeric SMILES: COC1=CC=C(C=C1)O[C@H]2[C@H]([C@H]([C@@H]3[C@@H](O2)COC(O3)C4=CC=CC=C4)O)O

Technology Process of 4-Methoxyphenyl 4,6-O-Benzylidene-beta-D-galactopyranoside

There total 13 articles about 4-Methoxyphenyl 4,6-O-Benzylidene-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: 96.0%

benzaldehyde dimethyl acetal (1125-88-8) + 4-methoxyphenyl β-D-galactopyranoside (3150-20-7,6032-32-2,28541-75-5,85481-53-4,89731-58-8,109121-56-4,121468-39-1,12167-34-9) → 4-methoxyphenyl 4,6-O-benzylidene-β-D-galactopyranoside (176299-96-0)

Guidance literature:

With toluene-4-sulfonic acid; In acetonitrile; at 20 ℃; for 0.5h;

DOI:10.1016/S0008-6215(00)00154-3

Reference yield: 75.0%

4-methoxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside (2872-65-3,14581-81-8,17042-40-9,84380-06-3,105260-62-6) + benzaldehyde dimethyl acetal (1125-88-8) → 4-methoxyphenyl 4,6-O-benzylidene-β-D-galactopyranoside (176299-96-0)

Guidance literature:

4-methoxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside; With sodium methylate; In methanol; at 25 ℃; for 1h;

pH=7;

benzaldehyde dimethyl acetal; With toluene-4-sulfonic acid; In acetonitrile; at 25 ℃; for 12h;

DOI:10.1002/cjoc.202100914

Reference yield:

benzaldehyde dimethyl acetal (1125-88-8) + 4-methoxyphenyl β-D-glucopyranoside (3150-20-7,6032-32-2,28541-75-5,85481-53-4,89731-58-8,109121-56-4,121468-39-1,12167-34-9) → 4-methoxyphenyl 4,6-O-benzylidene-β-D-galactopyranoside (176299-96-0)

Guidance literature:

With camphor-10-sulfonic acid; In acetonitrile; at 20 ℃; for 0.5h;

DOI:10.1016/j.tetasy.2010.09.002

upstream raw materials:

benzaldehyde dimethyl acetal

4-methoxyphenyl β-D-galactopyranoside

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

4-methoxy-phenol

Downstream raw materials:

4-methoxyphenyl 3-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranoside

4-methoxyphenyl 2,3-di-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranoside

p-methoxyphenyl 2,3-di-O-benzoyl-β-D-galactopyranoside

4-methoxyphenyl 2-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranoside