Benzyl 2-Acetamido-2-deoxy-3,4-di-O-acetyl-a-D-glucopyranoside

Base Information

• Chemical Name: Benzyl 2-Acetamido-2-deoxy-3,4-di-O-acetyl-a-D-glucopyranoside
• CAS No.: 33401-01-3
• Molecular Formula: C19H25NO8
• Molecular Weight: 395.409
• Mol file: 33401-01-3.mol

Synonyms:Benzyl 2-Acetamido-2-deoxy-3,4-di-O-acetyl-Alpha-D-glucopyranoside;BENZYL 2-ACETAMIDO-2-DEOXY-3,4-DI-O-ACETYL-A-D-GLUCOPYRANOSIDE;Benzyl 2-Acetamido-2-deoxy-3,4-di-O-acetyl-α-D-glucopyranoside;

Chemical Property of Benzyl 2-Acetamido-2-deoxy-3,4-di-O-acetyl-a-D-glucopyranoside

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 580.919°C at 760 mmHg
• Flash Point: 305.129°C
• PSA: 120.39000
• Density: 1.286g/cm³
• LogP: 0.67940
• Solubility.: Dichloromethane, Methanol

Purity/Quality:

99% ^*data from raw suppliers

Benzyl2-Acetamido-2-deoxy-3,4-di-O-acetyl-α-D-glucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Benzyl 2-Acetamido-2-deoxy-3,4-di-O-acetyl-a-D-glucopyranoside is a common intermediate used for the preparation of a variety of carbohydrates and oligosaccharides.

Technology Process of Benzyl 2-Acetamido-2-deoxy-3,4-di-O-acetyl-a-D-glucopyranoside

There total 4 articles about Benzyl 2-Acetamido-2-deoxy-3,4-di-O-acetyl-a-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: 84.0%

benzyl 2-acetamido-3,4-di-O-acetyl-6-O-trityl-2-deoxy-α-D-glucopyranoside (33289-63-3) → benzyl 2-acetamido-3,4-di-O-acetyl-2-deoxy-α-D-glucopyranoside (33401-01-3,55652-76-1)

Guidance literature:

With pyridinium perchlorate; In methanol; nitromethane; at 60 - 70 ℃; for 5h;

DOI:10.1007/BF00598194

Reference yield:

benzyl 2-acetamido-2-deoxy-6-O-trityl-α-D-gluco-pyranoside (33493-71-9) → benzyl 2-acetamido-3,4-di-O-acetyl-2-deoxy-α-D-glucopyranoside (33401-01-3,55652-76-1)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / Ambient temperature; overnight

2: 84 percent / pyridinium perchlorate / methanol; nitromethane / 5 h / 60 - 70 °C

With pyridine; pyridinium perchlorate; In methanol; nitromethane;

DOI:10.1007/BF00598194

Reference yield:

benzyl 2-acetamido-2-deoxy-α-D-glucopyranoside (13343-62-9,347411-88-5) → benzyl 2-acetamido-3,4-di-O-acetyl-2-deoxy-α-D-glucopyranoside (33401-01-3,55652-76-1)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 40 °C

2: pyridine / Ambient temperature; overnight

3: 84 percent / pyridinium perchlorate / methanol; nitromethane / 5 h / 60 - 70 °C

With pyridine; pyridinium perchlorate; In methanol; nitromethane;

DOI:10.1007/BF00598194

upstream raw materials:

benzyl 2-acetamido-3,4-di-O-acetyl-6-O-trityl-2-deoxy-α-D-glucopyranoside

benzyl 2-acetamido-2-deoxy-6-O-trityl-α-D-gluco-pyranoside

benzyl 2-acetamido-2-deoxy-α-D-glucopyranoside

Downstream raw materials:

tert-butyl (benzyl 2-acetamido-3,4-di-O-acetyl-2-deoxy-α-D-glucopyranosid)uronate

γ-benzyl ester of (benzyl 2-acetamido-3,4-di-O-acetyl-2-deoxy-α-D-glucopyranosid)uronyl-L-alanyl-D-isoglutamine

benzyl 2-acetamido-3,4-di-O-acetyl-6-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-2-deoxy-α-D-glucopyranoside

2-acetamido-2-deoxy-6-O-(α-L-fucopyranosyl)-D-glucose

Refernces