3-acetamido-2,4,6-tri-O-benzyl-3-deoxy-α-D-glucopyranosyl chloride

Base Information

• Chemical Name: 3-acetamido-2,4,6-tri-O-benzyl-3-deoxy-α-D-glucopyranosyl chloride
• CAS No.: 22860-43-1
• Molecular Formula: C₂₉H₃₂ClNO₅
• Molecular Weight: 510.03
• Mol file: 22860-43-1.mol

Synonyms:3-acetamido-2,4,6-tri-O-benzyl-3-deoxy-α-D-glucopyranosyl chloride

Chemical Property of 3-acetamido-2,4,6-tri-O-benzyl-3-deoxy-α-D-glucopyranosyl chloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-acetamido-2,4,6-tri-O-benzyl-3-deoxy-α-D-glucopyranosyl chloride

There total 1 articles about 3-acetamido-2,4,6-tri-O-benzyl-3-deoxy-α-D-glucopyranosyl chloride 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:

→ 3-acetamido-2,4,6-tri-O-benzyl-3-deoxy-α-D-glucopyranosyl chloride (22860-43-1)

Guidance literature:

aus IIIa / Dioxan/HCl, Acetylchlorid;

DOI:10.1246/bcsj.41.2765

Reference yield: 21.0%

3-acetamido-2,4,6-tri-O-benzyl-3-deoxy-α-D-glucopyranosyl chloride (22860-43-1) + 1,3,2',6'-tetrakis-N-benzyloxycarbonylgentamine C1 (50908-08-2) → O-3-amino-3-deoxy-β-D-glucopyranosyl-(1->6)-gentamine C1 (61749-47-1,61769-71-9,79434-30-3) + O-3-amino-3-deoxy-α-D-glucopyranosyl-(1->6)-gentamine C1 (61749-47-1,61769-71-9,79434-30-3)

Guidance literature:

With 2,3,5-trimethyl-pyridine; ammonia; silver(I) 4-methylbenzenesulfonate; sodium; Yield given. Multistep reaction; 1.) benzene, 45 - 50 deg C, 18 h, 2.) -80 deg C, 3 h;

DOI:10.1039/P19810002137

Reference yield:

3-acetamido-2,4,6-tri-O-benzyl-3-deoxy-α-D-glucopyranosyl chloride (22860-43-1) → dibecacin (34493-98-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 3.7 g / silver toluene-p-sulphonate / benzene; CH₂Cl₂ / 1.) 40 deg C, 24 h, 2.) 25 deg C, 72 h

2: 1 percent / ammonia, sodium / tetrahydrofuran / 0.75 h / -80 °C

With ammonia; silver(I) 4-methylbenzenesulfonate; sodium; In tetrahydrofuran; dichloromethane; benzene;

DOI:10.1039/P19810002137

Downstream raw materials:

O-3-acetamido-2,4,6-tri-O-benzyl-3-deoxy-α-D-glucopyranosyl-(1->6)-1,3,2',6'-tetrakis-N-benzyloxycarbonylgentamine C₁

O-3-acetamido-2,4,6-tri-O-benzyl-3-deoxy-β-D-glucopyranosyl-(1->6)-1,3,2',6'-tetrakis-N-benzyloxycarbonylgentamine C₁

O-3-amino-3-deoxy-β-D-glucopyranosyl-(1->6)-gentamine C₁

O-3-amino-3-deoxy-α-D-glucopyranosyl-(1->6)-gentamine C₁