4-Azido-2,3,6-tri-O-benzoyl-4-deoxy-α-D-glucopyranosyl 2,3,4,6-tetra-O-benzoyl-α-D-glucopyranoside

Base Information

• Chemical Name: 4-Azido-2,3,6-tri-O-benzoyl-4-deoxy-α-D-glucopyranosyl 2,3,4,6-tetra-O-benzoyl-α-D-glucopyranoside
• CAS No.: 148260-64-4
• Molecular Formula: C₆₁H₄₉N₃O₁₇
• Molecular Weight: 1096.07
• Mol file: 148260-64-4.mol

Synonyms:4-Azido-2,3,6-tri-O-benzoyl-4-deoxy-α-D-glucopyranosyl 2,3,4,6-tetra-O-benzoyl-α-D-glucopyranoside

Chemical Property of 4-Azido-2,3,6-tri-O-benzoyl-4-deoxy-α-D-glucopyranosyl 2,3,4,6-tetra-O-benzoyl-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-Azido-2,3,6-tri-O-benzoyl-4-deoxy-α-D-glucopyranosyl 2,3,4,6-tetra-O-benzoyl-α-D-glucopyranoside

There total 4 articles about 4-Azido-2,3,6-tri-O-benzoyl-4-deoxy-α-D-glucopyranosyl 2,3,4,6-tetra-O-benzoyl-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: 73.0%

2',3',6'-Tri-O-benzoyl-4'-O-trifluoromethylsulfonyl-α-D-galactopyranosyl 2,3,4,6-tetra-O-benzoyl-α-D-glucopyranoside → 4-Azido-2,3,6-tri-O-benzoyl-4-deoxy-α-D-glucopyranosyl 2,3,4,6-tetra-O-benzoyl-α-D-glucopyranoside (148260-64-4)

Guidance literature:

With sodium azide; dicyclopentano 15-crown-5; In N,N-dimethyl-formamide; at 60 ℃; for 6h;

DOI:10.1016/0008-6215(93)84215-R

Reference yield:

2,3,6-Tri-O-benzoyl-4'-O-trifluoromethylsulfonyl-α-D-glucopyranosyl 2,3,4,6-tetra-O-benzoyl-α-D-glucopyranoside (148180-43-2) → 4-Azido-2,3,6-tri-O-benzoyl-4-deoxy-α-D-glucopyranosyl 2,3,4,6-tetra-O-benzoyl-α-D-glucopyranoside (148260-64-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 72 percent / sodium nitrite / dimethylformamide / 1 h / Ambient temperature

2: pyridine / CH₂Cl₂ / a.) 0 deg C to r.t., b.) r.t., 30 min

3: 73 percent / sodium azide, dicyclopentano 15-crown-5 / dimethylformamide / 6 h / 60 °C

With pyridine; sodium azide; dicyclopentano 15-crown-5; sodium nitrite; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/0008-6215(93)84215-R

Reference yield:

2,3,6-Tri-O-benzoyl-α-D-glucopyranosyl 2,3,4,6-tetra-O-benzoyl-α-D-glucopyranoside (61207-38-3) → 4-Azido-2,3,6-tri-O-benzoyl-4-deoxy-α-D-glucopyranosyl 2,3,4,6-tetra-O-benzoyl-α-D-glucopyranoside (148260-64-4)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / CH₂Cl₂ / a.) 0 deg C to r.t., b.) r.t., 30 min

2: 72 percent / sodium nitrite / dimethylformamide / 1 h / Ambient temperature

3: pyridine / CH₂Cl₂ / a.) 0 deg C to r.t., b.) r.t., 30 min

4: 73 percent / sodium azide, dicyclopentano 15-crown-5 / dimethylformamide / 6 h / 60 °C

With pyridine; sodium azide; dicyclopentano 15-crown-5; sodium nitrite; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/0008-6215(93)84215-R

upstream raw materials:

2,3,6-Tri-O-benzoyl-α-D-glucopyranosyl 2,3,4,6-tetra-O-benzoyl-α-D-glucopyranoside

2,3,6-Tri-O-benzoyl-4'-O-trifluoromethylsulfonyl-α-D-glucopyranosyl 2,3,4,6-tetra-O-benzoyl-α-D-glucopyranoside

Downstream raw materials:

4-amino-4-deoxy-α-D-glucopyranosyl α-D-glucopyranoside

2,3,6-Tri-O-benzoyl-4-deoxy-4-trifluoroacetamido-α-D-glucopyranosyl 2,3,4,6-tetra-O-benzoyl-α-D-glucopyranoside