3-azidopropyl 4,6-O-benzylidene-β-D-galactopyranosyl-(1->4)-β-D-glucopyranoside

Base Information

• Chemical Name: 3-azidopropyl 4,6-O-benzylidene-β-D-galactopyranosyl-(1->4)-β-D-glucopyranoside
• CAS No.: 499115-17-2
• Molecular Formula: C₂₂H₃₁N₃O₁₁
• Molecular Weight: 513.502
• Mol file: 499115-17-2.mol

Synonyms:3-azidopropyl 4,6-O-benzylidene-β-D-galactopyranosyl-(1->4)-β-D-glucopyranoside

Chemical Property of 3-azidopropyl 4,6-O-benzylidene-β-D-galactopyranosyl-(1->4)-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-azidopropyl 4,6-O-benzylidene-β-D-galactopyranosyl-(1->4)-β-D-glucopyranoside

There total 5 articles about 3-azidopropyl 4,6-O-benzylidene-β-D-galactopyranosyl-(1->4)-β-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: 86.0%

benzaldehyde dimethyl acetal (1125-88-8) + 3-azidopropyl (β-O-D-galactopyranosyl)-(1→4)-O-β-D-glucopyranoside (229954-81-8) → 3-azidopropyl 4,6-O-benzylidene-β-D-galactopyranosyl-(1->4)-β-D-glucopyranoside (499115-17-2)

Guidance literature:

With camphor-10-sulfonic acid; In acetonitrile; at 20 ℃; for 2h;

DOI:10.1016/j.carres.2006.03.041

Reference yield:

3-azidopropyl 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-β-D-glucopyranoside (949489-29-6) → 3-azidopropyl 4,6-O-benzylidene-β-D-galactopyranosyl-(1->4)-β-D-glucopyranoside (499115-17-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / NaOMe / methanol / 6 h / Heating

2: 81 percent / camphorsulfonic acid / dimethylformamide / 20 °C

With camphor-10-sulfonic acid; sodium methylate; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jo070585g

Reference yield:

3-bromopropyl 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-β-D-glucopyranoside (949489-28-5) → 3-azidopropyl 4,6-O-benzylidene-β-D-galactopyranosyl-(1->4)-β-D-glucopyranoside (499115-17-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / NaN₃ / dimethylformamide / 30 h / 60 °C

2: 97 percent / NaOMe / methanol / 6 h / Heating

3: 81 percent / camphorsulfonic acid / dimethylformamide / 20 °C

With sodium azide; camphor-10-sulfonic acid; sodium methylate; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jo070585g

upstream raw materials:

benzaldehyde dimethyl acetal

3-azidopropyl (β-O-D-galactopyranosyl)-(1→4)-O-β-D-glucopyranoside

3-bromopropyl 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-β-D-glucopyranoside

3-azidopropyl 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-β-D-glucopyranoside

Downstream raw materials:

3-azidopropyl 3,4,6-tri-O-acetyl-2-O-benzyl-α-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

3-azidopropyl 2-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

3-azidopropyl (2,3,6-O-tri-O-benzyl-β-D-galactopyranosyl)-(1→4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

3-azidopropyl 2,3-di-O-benzyl-4,6-O-benzylidene-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside