4-Nitrophenyl2-acetamido-2-deoxy-3,6-di-O-benzoyl-b-D-galactopyranoside

Base Information

• Chemical Name: 4-Nitrophenyl2-acetamido-2-deoxy-3,6-di-O-benzoyl-b-D-galactopyranoside
• CAS No.: 132498-72-7
• Molecular Formula: C28H26N2O10
• Molecular Weight: 550.51
• Hs Code.: 29389090
• Mol file: 132498-72-7.mol

Synonyms:4-Nitrophenyl2-acetamido-2-deoxy-3,6-di-O-benzoyl-b-D-galactopyranoside

Chemical Property of 4-Nitrophenyl2-acetamido-2-deoxy-3,6-di-O-benzoyl-b-D-galactopyranoside

Chemical Property:

• Melting Point: 242-245℃
• Boiling Point: 791.4±60.0 °C(Predicted)
• PKA: 12.35±0.70(Predicted)
• PSA: 166.21000
• Density: 1.42±0.1 g/cm3(Predicted)
• LogP: 3.56080

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Nitrophenyl 2-acetamido-2-deoxy-3,6-di-O-benzoyl-b-D-galactopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Nitrophenyl2-acetamido-2-deoxy-3,6-di-O-benzoyl-b-D-galactopyranoside

There total 7 articles about 4-Nitrophenyl2-acetamido-2-deoxy-3,6-di-O-benzoyl-b-D-galactopyranoside 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: 86.0%

benzoyl cyanide (613-90-1) + 4-nitrophenyl 2-acetamido-3-O-benzoyl-2-deoxy-β-D-glucopyranoside (50271-46-0) → 4-nitrophenyl 2-acetamido-3,6-di-O-benzoyl-2-deoxy-β-D-glucopyranoside (132498-72-7)

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃;

DOI:10.1016/j.carres.2007.05.023

Reference yield:

p-nitrophenyl 2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-β-D-glucopyranoside (13089-27-5,13089-23-1) → 4-nitrophenyl 2-acetamido-3,6-di-O-benzoyl-2-deoxy-β-D-glucopyranoside (132498-72-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 97 percent / NaOCH₃; MeOH / CHCl₃

2: 4-TsOH*H₂O / dimethylformamide / 20 °C

3: pyridine / 1.5 h / 0 °C

4: 6.19 g / AcOH; H₂O / 3 h / 70 °C

5: 86 percent / pyridine / CH₂Cl₂ / 20 °C

With pyridine; methanol; water; sodium methylate; toluene-4-sulfonic acid; acetic acid; In dichloromethane; chloroform; N,N-dimethyl-formamide;

DOI:10.1016/j.carres.2007.05.023

Reference yield:

C24H26N2O9 → 4-nitrophenyl 2-acetamido-3,6-di-O-benzoyl-2-deoxy-β-D-glucopyranoside (132498-72-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 6.19 g / AcOH; H₂O / 3 h / 70 °C

2: 86 percent / pyridine / CH₂Cl₂ / 20 °C

With pyridine; water; acetic acid; In dichloromethane;

DOI:10.1016/j.carres.2007.05.023

upstream raw materials:

benzoyl cyanide

4-nitrophenyl 2-acetamido-3-O-benzoyl-2-deoxy-β-D-glucopyranoside

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

4-nitro-phenol

Downstream raw materials:

4-nitrophenyl 2-acetamido-4-S-acetyl-3,6-di-O-benzoyl-2-deoxy-4-thio-β-D-glucopyranoside

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