4-methoxyphenyl 6-azido-2,4-diacetamido-2,4,6-trideoxy-β-D-mannopyranoside

Base Information

• Chemical Name: 4-methoxyphenyl 6-azido-2,4-diacetamido-2,4,6-trideoxy-β-D-mannopyranoside
• CAS No.: 1593082-55-3
• Molecular Formula: C₁₇H₂₃N₅O₆
• Molecular Weight: 393.4
• Mol file: 1593082-55-3.mol

Synonyms:4-methoxyphenyl 6-azido-2,4-diacetamido-2,4,6-trideoxy-β-D-mannopyranoside

Chemical Property of 4-methoxyphenyl 6-azido-2,4-diacetamido-2,4,6-trideoxy-β-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-methoxyphenyl 6-azido-2,4-diacetamido-2,4,6-trideoxy-β-D-mannopyranoside

There total 11 articles about 4-methoxyphenyl 6-azido-2,4-diacetamido-2,4,6-trideoxy-β-D-mannopyranoside 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: 67.0%

4-methoxyphenyl-2,4-diacetamido-2,4-dideoxy-6-O-mesyl-β-D-mannopyranoside (1593082-54-2) → 4-methoxyphenyl 6-azido-2,4-diacetamido-2,4,6-trideoxy-β-D-mannopyranoside (1593082-55-3)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 80 ℃; for 15h;

DOI:10.1002/anie.201309072

Reference yield: 50.0%

4-methoxyphenyl-2,4-diacetamido-2,4-dideoxy-6-O-tosyl-β-D-mannopyranoside (1593082-51-9) → 4-methoxyphenyl 6-azido-2,4-diacetamido-2,4,6-trideoxy-β-D-mannopyranoside (1593082-55-3)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 80 ℃; for 15h;

DOI:10.1002/anie.201309072

Reference yield:

C29H24F6O13S2 (1593082-59-7) → 4-methoxyphenyl 6-azido-2,4-diacetamido-2,4,6-trideoxy-β-D-mannopyranoside (1593082-55-3)

Guidance literature:

Multi-step reaction with 6 steps

1: tetrabutylammoniun azide / toluene / 3 h / 65 - 100 °C

2: sodium methylate / methanol / 1 h / 20 °C

3: hydrogen; 10 wt% Pd(OH)2 on carbon / methanol / 1.5 h / 30 °C

4: methanol / 1 h / 20 °C

5: pyridine / dichloromethane / 0.5 h / 0 °C

6: sodium azide / N,N-dimethyl-formamide / 15 h / 80 °C

With pyridine; sodium azide; 10 wt% Pd(OH)2 on carbon; hydrogen; sodium methylate; tetrabutylammoniun azide; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1002/anie.201309072

upstream raw materials:

2,3,4,6-tetra-O-acetyl-β-D-galactopyranose

4-methoxy-phenol

4-methoxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside

C₂₉H₂₄F₆O₁₃S₂

Downstream raw materials:

4-methoxyphenyl 3-O-acetyl-6-azido-2,4-diacetamido-2,4,6-trideoxy-β-D-mannopyranoside