N-(4-Nitrobenzoyl)glutamic acid

Base Information

• Chemical Name: N-(4-Nitrobenzoyl)glutamic acid
• CAS No.: 6758-40-3
• Molecular Formula: C12H12N2O7
• Molecular Weight: 296.236
• Hs Code.: 29242998
• NSC Number: 83096,17156
• Mol file: 6758-40-3.mol

Synonyms:N-(4-Nitrobenzoyl)glutamic acid;2-(4-Nitrobenzamido)pentanedioic acid;22536-03-4;NSC17156;NCIOpen2_004576;SCHEMBL5438740;NSC83096;EINECS 229-820-9;NSC 17156;NSC 83096;NSC-17156;NSC-83096;AKOS003667138;FT-0636254;FT-0672755;ethyl 9-hydroxy-1h-pyrazolo[3,4-f]quinoline-8-carboxylate

Chemical Property of N-(4-Nitrobenzoyl)glutamic acid

Chemical Property:

• Appearance/Colour: Off-white powder
• Vapor Pressure: 3.17E-16mmHg at 25°C
• Melting Point: 117-118 °C(lit.)
• Boiling Point: 619.9 °C at 760 mmHg
• PKA: 3.20±0.10(Predicted)
• Flash Point: 328.7 °C
• PSA: 149.52000
• Density: 1.501 g/cm³
• LogP: 1.55670
• Storage Temp.: -20°C
• Solubility.: Ethyl Acetate (Slightly), Methanol (Sparingly)
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 296.06445073
• Heavy Atom Count: 21
• Complexity: 424

Purity/Quality:

99.9% ^*data from raw suppliers

N-(4-Nitrobenzoyl)-L-glutamicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)NC(CCC(=O)O)C(=O)O)[N+](=O)[O-]
• Uses: N-(4-Nitrobenzoyl)-L-glutamic Acid is used in the synthesis of (-)-α-Acetylmethadol, which is a synthetic opioid that is used in the treatment of opiate dependence.

Technology Process of N-(4-Nitrobenzoyl)glutamic acid

There total 9 articles about N-(4-Nitrobenzoyl)glutamic acid 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: 64.0%

L-glutamic acid (56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) + 4-nitro-benzoyl chloride (122-04-3) → p-Nitrobenzoyl-L-(+)-glutamic acid (6758-40-3)

Guidance literature:

L-glutamic acid; 4-nitro-benzoyl chloride; With sodium acetate; sodium hydroxide; for 0.0833333h;

With hydrogenchloride; In water; at 20 ℃; for 1.5h;

DOI:10.1002/chir.20736

Reference yield:

4-nitro-benzoyl chloride (122-04-3) + monosodium glutamate (142-47-2) → p-Nitrobenzoyl-L-(+)-glutamic acid (6758-40-3)

Guidance literature:

With sodium hydroxide; In water; at 0 - 20 ℃; for 1h; pH=8; pH-value; Temperature;

Reference yield:

4-nitro-benzoyl chloride (122-04-3) + L,D-glutamic acid sodium salt (32221-81-1) → p-Nitrobenzoyl-L-(+)-glutamic acid (6758-40-3)

Guidance literature:

L,D-glutamic acid sodium salt; With sodium hydroxide; In water;

4-nitro-benzoyl chloride; In water; at 5 ℃; pH=8;

upstream raw materials:

diethyl (4-nitrobenzoyl)-L-glutamate

L-glutamic acid

4-nitro-benzoyl chloride

4-nitro-benzoic acid

Downstream raw materials:

N-(4-aminobenzoyl)-L-glutamic acid

N-(4-nitro-benzoyl)-DL-glutamic acid-anhydride

N-(4-nitro-benzoyl)-L-glutamic acid bis-cyanomethyl ester

folate

Refernces

• 1、 -. "Preparation method of N (4-aminobenzoyl)-L-glutamic acid". . . Retrieved 2016/10/31.
• 2、 Hitchcock,Smith. "Comparative detoxication. 13. Detoxication of aromatic acids in arachnids: arginine, glutamic acid and glutamine conjugations.". . p. 392 - 400. Retrieved 2007/10/05.