4-nitrophenyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-mannopyranoside

Base Information

• Chemical Name: 4-nitrophenyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-mannopyranoside
• CAS No.: 570412-11-2
• Molecular Formula: C₂₀H₂₄N₂O₁₁
• Molecular Weight: 468.417
• Mol file: 570412-11-2.mol

Synonyms:4-nitrophenyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-mannopyranoside

Chemical Property of 4-nitrophenyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-nitrophenyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-mannopyranoside

There total 4 articles about 4-nitrophenyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-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:

acetic anhydride (108-24-7) + Acetic acid (2R,3S,4R,5S,6S)-3-acetoxy-2-acetoxymethyl-5-amino-6-(4-nitro-phenoxy)-tetrahydro-pyran-4-yl ester → 4-nitrophenyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-mannopyranoside (570412-11-2,13089-23-1)

Guidance literature:

With pyridine; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1135/cccc20030801

Reference yield:

4-nitrophenyl 2-azido-2-deoxy-β-D-mannopyranoside (570412-05-4) → 4-nitrophenyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-mannopyranoside (570412-11-2,13089-23-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 96 percent / pyridine / 20 °C

2.1: PPh₃ / CH₂Cl₂ / 4 h / 40 °C

2.2: H₂O / CH₂Cl₂ / 20 °C

3.1: pyridine / CH₂Cl₂ / 1 h / 0 °C

With pyridine; triphenylphosphine; In dichloromethane;

DOI:10.1135/cccc20030801

Reference yield:

4-nitrophenyl 2-azido-4,6-O-benzylidene-2-deoxy-β-D-mannopyranoside → 4-nitrophenyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-mannopyranoside (570412-11-2,13089-23-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 82 percent / aq. AcOH / 70 °C

2.1: 96 percent / pyridine / 20 °C

3.1: PPh₃ / CH₂Cl₂ / 4 h / 40 °C

3.2: H₂O / CH₂Cl₂ / 20 °C

4.1: pyridine / CH₂Cl₂ / 1 h / 0 °C

With pyridine; acetic acid; triphenylphosphine; In dichloromethane;

DOI:10.1135/cccc20030801

upstream raw materials:

acetic anhydride

4-nitrophenyl 2-azido-2-deoxy-β-D-mannopyranoside

4-nitrophenyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-mannopyranoside

Downstream raw materials:

4-nitrophenyl 2-acetamido-2-deoxy-β-D-mannopyranoside