p-Nitrophenyl glutamyl anilide

Base Information

• Chemical Name: p-Nitrophenyl glutamyl anilide
• CAS No.: 7300-59-6
• Molecular Formula: C11H13N3O5
• Molecular Weight: 267.241
• Hs Code.: 29242990
• Pharos Ligand ID: CRBHW4GY3YFJ
• Mol file: 7300-59-6.mol

Synonyms:p-nitrophenyl glutamyl anilide;gamma-glutamyl-p-nitroanilide;gamma-glutamyl-p-nitroaniline;D00IWH;GTPL4508;(2S)-2-azaniumyl-4-[(4-nitrophenyl)carbamoyl]butanoate

Chemical Property of p-Nitrophenyl glutamyl anilide

Chemical Property:

• Appearance/Colour: cream coloured to light yellow powder
• Melting Point: 185-188°C
• Refractive Index: 32 ° (C=2, 0.5mol/L HCl)
• Boiling Point: 590.6 °C at 760 mmHg
• PKA: 2.21±0.10(Predicted)
• Flash Point: 311 °C
• PSA: 138.24000
• Density: 1.463 g/cm³
• LogP: 2.02190
• Storage Temp.: 2-8°C
• Solubility.: Aqueous Acid (Slightly)
• XLogP3: -1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 267.08552052
• Heavy Atom Count: 19
• Complexity: 341

Purity/Quality:

99% ^*data from raw suppliers

L-gamma-Glutamyl-p-nitroanilide Monohydrate >98.0%(HPLC)(T) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1NC(=O)CCC(C(=O)[O-])[NH3+])[N+](=O)[O-]
• Isomeric SMILES: C1=CC(=CC=C1NC(=O)CC[C@@H](C(=O)[O-])[NH3+])[N+](=O)[O-]
• Uses: Substrate for gamma-glutamyl transpeptidase

Technology Process of p-Nitrophenyl glutamyl anilide

There total 9 articles about p-Nitrophenyl glutamyl anilide 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:

C20H29N3O7 → L-glutamic acid 5-(4-nitroanilide) (7300-59-6)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 40 ℃; for 4h;

DOI:10.1016/j.bmcl.2014.10.098

Reference yield:

(S)-2-Benzyloxycarbonylamino-4-(4-nitro-phenylcarbamoyl)-butyric acid (113277-32-0) → L-glutamic acid 5-(4-nitroanilide) (7300-59-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1016/j.bmc.2004.11.028

Reference yield:

(S)-4-[2-(4-Nitro-phenylcarbamoyl)-ethyl]-5-oxo-oxazolidine-3-carboxylic acid benzyl ester (848215-13-4) → L-glutamic acid 5-(4-nitroanilide) (7300-59-6)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium hydroxide / tetrahydrofuran; H₂O / 0.5 h / 5 °C

2: hydrogen / Pd/C / methanol

With lithium hydroxide; hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; water;

DOI:10.1016/j.bmc.2004.11.028

upstream raw materials:

(S)-2-Benzyloxycarbonylamino-4-(4-nitro-phenylcarbamoyl)-butyric acid

(S)-4-[2-(4-Nitro-phenylcarbamoyl)-ethyl]-5-oxo-oxazolidine-3-carboxylic acid benzyl ester

L-glutamic acid

N-benzyloxycarbonyl-L-glutamic acid

Downstream raw materials:

4-nitro-aniline

L-glutamic acid

gamma-Glutamyl-glycyl-glycine