1,3,4,6-tetra-O-acetyl-2-<3-(4-chlorophenylureido)>-2-deoxy-β-D-glucopyranose

Base Information

• Chemical Name: 1,3,4,6-tetra-O-acetyl-2-<3-(4-chlorophenylureido)>-2-deoxy-β-D-glucopyranose
• CAS No.: 35804-60-5
• Molecular Formula: C₂₁H₂₅ClN₂O₁₀
• Molecular Weight: 500.89
• Mol file: 35804-60-5.mol

Synonyms:1,3,4,6-tetra-O-acetyl-2-<3-(4-chlorophenylureido)>-2-deoxy-β-D-glucopyranose

Chemical Property of 1,3,4,6-tetra-O-acetyl-2-<3-(4-chlorophenylureido)>-2-deoxy-β-D-glucopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,3,4,6-tetra-O-acetyl-2-<3-(4-chlorophenylureido)>-2-deoxy-β-D-glucopyranose

There total 8 articles about 1,3,4,6-tetra-O-acetyl-2-<3-(4-chlorophenylureido)>-2-deoxy-β-D-glucopyranose 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: 5.0%

acetic anhydride (108-24-7) + 2-<3-(4-chlorophenylureido)>-2-deoxy-α-D-glucopyranose (149117-40-8) → 1,3,4,6-Tetra-O-acetyl-2-<3-(4-chlorophenyl)ureido>-2-deoxy-α-D-glucopyranose (129784-21-0) + 1,3,4,6-tetra-O-acetyl-2-<3-(4-chlorophenylureido)>-2-deoxy-β-D-glucopyranose (35804-60-5)

Guidance literature:

With pyridine; for 24h; Ambient temperature;

DOI:10.1016/S0040-4020(01)86344-4

Reference yield:

1,3,4,6-tetra-O-acetyl-2-deoxy-2-isocyanato-β-D-glucopyranose (4780-17-0) + 4-chloro-aniline (106-47-8) → 1,3,4,6-tetra-O-acetyl-2-<3-(4-chlorophenylureido)>-2-deoxy-β-D-glucopyranose (35804-60-5)

Guidance literature:

In dichloromethane; at 25 ℃; for 8h;

DOI:10.1007/s11164-012-0596-8

Reference yield:

p-chlorphenylisocyanate (104-12-1) → 1,3,4,6-tetra-O-acetyl-2-<3-(4-chlorophenylureido)>-2-deoxy-β-D-glucopyranose (35804-60-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) CaCO₃ / 1.) benzene, H₂O, 1 h, 2.) CHCl₃, r. t., 2 h

2: 18 percent / NH₃ / methanol / 1.) 0 deg C, 2 h, 2.) r. t., 4 h

3: 5 percent / pyridine / 24 h / Ambient temperature

With pyridine; ammonia; calcium carbonate; In methanol;

DOI:10.1016/S0040-4020(01)86344-4

upstream raw materials:

acetic anhydride

2-<3-(4-chlorophenylureido)>-2-deoxy-α-D-glucopyranose

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

p-chlorphenylisocyanate

Downstream raw materials:

C₁₃H₁₇ClN₂O₆

2-<3-(4-chlorophenylureido)>-2-deoxy-α-D-glucopyranose

(4R,5R)-4-(D-arabino-tetritol-1-yl)-1-(4-chlorophenyl)-5-hydroxyimidazolidin-2-one

3,4,6-tri-O-acetyl-2-deoxy-2-<3-(4-chlorophenylureido)>-α-D-glucopyranose