p-methoxyphenyl (2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-(1→3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

Base Information

• Chemical Name: p-methoxyphenyl (2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-(1→3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside
• CAS No.: 1410786-23-0
• Molecular Formula: C₃₃H₃₄N₆O₁₀
• Molecular Weight: 674.667
• Mol file: 1410786-23-0.mol

Synonyms:p-methoxyphenyl (2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-(1→3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

Chemical Property of p-methoxyphenyl (2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-(1→3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of p-methoxyphenyl (2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-(1→3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

There total 7 articles about p-methoxyphenyl (2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-(1→3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside 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: 98.0%

p-methoxyphenyl (3-O-acetyl-2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-(1→3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside (1410786-22-9) → p-methoxyphenyl (2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-(1→3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside (1410786-23-0)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 2h;

DOI:10.1016/j.tetasy.2012.08.006

Reference yield:

1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-D-galactopyranose (84278-00-2) → p-methoxyphenyl (2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-(1→3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside (1410786-23-0)

Guidance literature:

Multi-step reaction with 6 steps

1: boron trifluoride diethyl etherate / dichloromethane / 24 h / 0 - 20 °C

2: sodium methylate / methanol / 4 h / 20 °C

3: toluene-4-sulfonic acid / 24 h / 20 °C

4: pyridine / 2 h / 20 °C

5: N-iodo-succinimide; perchloric acid adsorbed on silica gel / diethyl ether; dichloromethane / 1 h / -18 °C / Inert atmosphere; Molecular sieve

6: sodium methylate / methanol / 2 h / 20 °C

With pyridine; N-iodo-succinimide; perchloric acid adsorbed on silica gel; boron trifluoride diethyl etherate; sodium methylate; toluene-4-sulfonic acid; In methanol; diethyl ether; dichloromethane;

DOI:10.1016/j.tetasy.2012.08.006

Reference yield:

benzaldehyde dimethyl acetal (1125-88-8) → p-methoxyphenyl (2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-(1→3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside (1410786-23-0)

Guidance literature:

Multi-step reaction with 4 steps

1: toluene-4-sulfonic acid / 24 h / 20 °C

2: pyridine / 2 h / 20 °C

3: N-iodo-succinimide; perchloric acid adsorbed on silica gel / diethyl ether; dichloromethane / 1 h / -18 °C / Inert atmosphere; Molecular sieve

4: sodium methylate / methanol / 2 h / 20 °C

With pyridine; N-iodo-succinimide; perchloric acid adsorbed on silica gel; sodium methylate; toluene-4-sulfonic acid; In methanol; diethyl ether; dichloromethane;

DOI:10.1016/j.tetasy.2012.08.006

upstream raw materials:

1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-D-galactopyranose

benzaldehyde dimethyl acetal

p-methylphenyl 3-O-acetyl-2-azido-4,6-O-benzylidene-2-deoxy-1-thio-β-D-galactopyranoside

p-methoxyphenyl (3-O-acetyl-2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-(1→3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

Downstream raw materials:

p-methoxyphenyl (3-O-benzyl-4,6-O-benzylidene-β-D-galactopyranosyl)-(1→3)-(2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-(1→3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

p-methoxyphenyl (2-O-acetyl-3-O-benzyl-4,6-O-benzylidene-β-D-galactopyranosyl)-(1→3)-(2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-(1→3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside