p-Nitrophenyl-beta-D-glucuronide

Base Information

• Chemical Name: p-Nitrophenyl-beta-D-glucuronide
• CAS No.: 39031-76-0
• Molecular Formula: C12H13 N O9
• Molecular Weight: 315.237
• DSSTox Substance ID: DTXSID50391117
• Mol file: 39031-76-0.mol

Synonyms:4-nitrophenylglucuronide;p-nitrophenyl-beta-D-glucuronide;p-nitrophenylglucuronide;para-nitrophenylglucuronide

Chemical Property of p-Nitrophenyl-beta-D-glucuronide

Chemical Property:

• PSA: 162.27000
• LogP: -0.61100
• Storage Temp.: −20°C
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 3
• Exact Mass: 315.05903099
• Heavy Atom Count: 22
• Complexity: 417

Purity/Quality:

99% ^*data from raw suppliers

4-Nitrophenyl b-D-galactopyranosiduronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1[N+](=O)[O-])OC2C(C(C(C(O2)C(=O)O)O)O)O

Technology Process of p-Nitrophenyl-beta-D-glucuronide

There total 7 articles about p-Nitrophenyl-beta-D-glucuronide 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: 88.4%

p-nitrophenyl-2,3,4-tri-O-acetyl-beta-D-galacturonic acid methyl ester → p-nitrophenyl-2,3,4-tri-O-acetyl-beta-D-galacturonic acid (39031-76-0,60833-84-3)

Guidance literature:

With methanol; lithium hydroxide; at 20 ℃; for 4h; Inert atmosphere;

Reference yield:

1,2,3,4-tetra-O-acetylgalacturonic acid acetic anhydride → p-nitrophenyl-2,3,4-tri-O-acetyl-beta-D-galacturonic acid (39031-76-0,60833-84-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: water / tetrahydrofuran / Inert atmosphere

2.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / Inert atmosphere

3.1: hydrogen bromide; acetic acid / dichloromethane / 0 °C / Inert atmosphere

4.1: iodine; silver carbonate / dichloromethane / 0.17 h / Molecular sieve; Inert atmosphere

4.2: 24 h

5.1: lithium hydroxide; methanol / 4 h / 20 °C / Inert atmosphere

With methanol; water; hydrogen bromide; iodine; potassium carbonate; acetic acid; silver carbonate; lithium hydroxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

1,2,3,4-tetra-O-acetyl-D-galacturonic acid → p-nitrophenyl-2,3,4-tri-O-acetyl-beta-D-galacturonic acid (39031-76-0,60833-84-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / Inert atmosphere

2.1: hydrogen bromide; acetic acid / dichloromethane / 0 °C / Inert atmosphere

3.1: iodine; silver carbonate / dichloromethane / 0.17 h / Molecular sieve; Inert atmosphere

3.2: 24 h

4.1: lithium hydroxide; methanol / 4 h / 20 °C / Inert atmosphere

With methanol; hydrogen bromide; iodine; potassium carbonate; acetic acid; silver carbonate; lithium hydroxide; In dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

Methyl(1,2,3,4-tetra-O-acetyl-β-D-galactopyranose)uronat

1-bromo-2,3,4-tri-O-acetyl-α-D-galactopyranuronic acid methyl ester

Downstream raw materials:

D-glucuronic acid

Refernces