N-(1,3,4,6-tetra-O-acetyl)-2-deoxy-β-D-glucosyl-N’-(2-chlorophenyl)urea

Base Information

• Chemical Name: N-(1,3,4,6-tetra-O-acetyl)-2-deoxy-β-D-glucosyl-N’-(2-chlorophenyl)urea
• CAS No.: 35807-94-4
• Molecular Formula: C₂₁H₂₅ClN₂O₁₀
• Molecular Weight: 500.89
• Mol file: 35807-94-4.mol

Synonyms:N-(1,3,4,6-tetra-O-acetyl)-2-deoxy-β-D-glucosyl-N’-(2-chlorophenyl)urea

Chemical Property of N-(1,3,4,6-tetra-O-acetyl)-2-deoxy-β-D-glucosyl-N’-(2-chlorophenyl)urea

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(1,3,4,6-tetra-O-acetyl)-2-deoxy-β-D-glucosyl-N’-(2-chlorophenyl)urea

There total 2 articles about N-(1,3,4,6-tetra-O-acetyl)-2-deoxy-β-D-glucosyl-N’-(2-chlorophenyl)urea 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:

1,3,4,6-tetra-O-acetyl-2-deoxy-2-isocyanato-β-D-glucopyranose (4780-17-0) + o-chloroaniline (95-51-2) → N-(1,3,4,6-tetra-O-acetyl)-2-deoxy-β-D-glucosyl-N’-(2-chlorophenyl)urea (35807-94-4)

Guidance literature:

In dichloromethane; at 25 ℃; for 8h;

DOI:10.1007/s11164-012-0596-8

Reference yield:

1,3,4,6-tetra-O-acetyl-D-glucosamine hydrochloride (5432-46-2,10034-19-2,10034-20-5,34948-62-4,110253-00-4,1191127-63-5) → N-(1,3,4,6-tetra-O-acetyl)-2-deoxy-β-D-glucosyl-N’-(2-chlorophenyl)urea (35807-94-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydrogencarbonate / water; dichloromethane / 1 h / 0 °C

2: dichloromethane / 8 h / 25 °C

With sodium hydrogencarbonate; In dichloromethane; water;

DOI:10.1007/s11164-012-0596-8

Reference yield: 77.0%

oxalyl dichloride (79-37-8) + N-(1,3,4,6-tetra-O-acetyl)-2-deoxy-β-D-glucosyl-N’-(2-chlorophenyl)urea (35807-94-4) → 1-(2-chlorophenyl)-3-(1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucopyranos-2-yl)imidazolidine-2,4,5-trione

Guidance literature:

In dichloromethane; Reflux;

DOI:10.14233/ajchem.2015.16824

upstream raw materials:

1,3,4,6-tetra-O-acetyl-D-glucosamine hydrochloride

1,3,4,6-tetra-O-acetyl-2-deoxy-2-isocyanato-β-D-glucopyranose

o-chloroaniline