4-methoxyphenyl 2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

Base Information

• Chemical Name: 4-methoxyphenyl 2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside
• CAS No.: 165397-91-1
• Molecular Formula: C₂₀H₂₁N₃O₆
• Molecular Weight: 399.403
• Mol file: 165397-91-1.mol

Synonyms:4-methoxyphenyl 2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

Chemical Property of 4-methoxyphenyl 2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-methoxyphenyl 2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

There total 4 articles about 4-methoxyphenyl 2-azido-4,6-O-benzylidene-2-deoxy-α-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: 45.0%

p-Anisaldehyde dimethyl acetal (2186-92-7) + C13H17N3O6 → 4-methoxyphenyl 2-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside (1340541-47-0) + 4-methoxyphenyl 2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside (165397-91-1,1340541-47-0)

Guidance literature:

With toluene-4-sulfonic acid; In acetonitrile; for 8h; Heating;

DOI:10.1039/c9ob00057g

Reference yield:

benzaldehyde dimethyl acetal (1125-88-8) + C13H17N3O6 → 4-methoxyphenyl 2-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside (1340541-47-0) + 4-methoxyphenyl 2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside (165397-91-1,1340541-47-0)

Guidance literature:

With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 40 ℃; for 10h; Overall yield = 9.89 g;

DOI:10.1016/j.tet.2016.07.042

Reference yield:

2-(acetoxymethyl)-5-azido-6-(4-methoxyphenoxy)tetrahydro-2H-pyran-3,4-diyl diacetate → 4-methoxyphenyl 2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside (165397-91-1,1340541-47-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium methylate / dichloromethane; methanol / 0.5 h / 20 °C

2: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 10 h / 40 °C

With sodium methylate; toluene-4-sulfonic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2016.07.042

upstream raw materials:

benzaldehyde dimethyl acetal

p-Anisaldehyde dimethyl acetal

Downstream raw materials:

4-methoxyphenyl 2-azido-3-O-benzoyl-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

C₂₃H₂₅N₃O₆