p-nitrophenyl 6-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-α-D-mannopyranoside

Base Information

• Chemical Name: p-nitrophenyl 6-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-α-D-mannopyranoside
• CAS No.: 80264-85-3
• Molecular Formula: C₂₀H₂₈N₂O₁₃
• Molecular Weight: 504.448

Synonyms:p-nitrophenyl 6-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-α-D-mannopyranoside

Chemical Property of p-nitrophenyl 6-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

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Technology Process of p-nitrophenyl 6-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-α-D-mannopyranoside

There total 5 articles about p-nitrophenyl 6-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-α-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: 84.0%

p-nitrophenyl 6-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-α-D-mannopyranoside (80264-84-2) → p-nitrophenyl 6-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-α-D-mannopyranoside (80264-85-3)

Guidance literature:

In methanol; water; triethylamine; at 4 ℃; for 24h;

DOI:10.1016/S0008-6215(00)84697-2

Reference yield:

p-nitrophenyl 2,3-O-isopropylidene-α-D-mannopyranoside (80264-82-0) → p-nitrophenyl 6-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-α-D-mannopyranoside (80264-85-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 51 percent / p-toluenesulfonic acid / nitromethane; toluene / 1.5 h / 120 - 125 °C

2: 81 percent / 65percent acetic acid / H₂O / 1.5 h / 60 °C

3: 84 percent / methanol; triethylamine; H₂O / 24 h / 4 °C

With toluene-4-sulfonic acid; acetic acid; In methanol; nitromethane; water; triethylamine; toluene;

DOI:10.1016/S0008-6215(00)84697-2

Reference yield:

2-methyl-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyranoso)[1,2-d]-2-oxazoline (10378-06-0,20757-53-3,35954-65-5,123483-77-2,134308-33-1) → p-nitrophenyl 6-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-α-D-mannopyranoside (80264-85-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 51 percent / p-toluenesulfonic acid / nitromethane; toluene / 1.5 h / 120 - 125 °C

2: 81 percent / 65percent acetic acid / H₂O / 1.5 h / 60 °C

3: 84 percent / methanol; triethylamine; H₂O / 24 h / 4 °C

With toluene-4-sulfonic acid; acetic acid; In methanol; nitromethane; water; triethylamine; toluene;

DOI:10.1016/S0008-6215(00)84697-2

upstream raw materials:

p-nitrophenyl 6-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-α-D-mannopyranoside

p-nitrophenyl 2,3-O-isopropylidene-α-D-mannopyranoside

2-methyl-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyranoso)[1,2-d]-2-oxazoline

4-nitrophenyl O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-(1->6)-2,3-O-isopropylidene-α-D-mannopyranoside

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