p-Nitrophenyl N-acetylglycinate

Base Information

• Chemical Name: p-Nitrophenyl N-acetylglycinate
• CAS No.: 3304-61-8
• Molecular Formula: C10H10 N2 O5
• Molecular Weight: 238.2
• Hs Code.: 2924299090
• ChEMBL ID: CHEMBL3278893
• DSSTox Substance ID: DTXSID30408378
• Wikidata: Q82213846
• Mol file: 3304-61-8.mol

Synonyms:AC-GLY-ONP;3304-61-8;p-Nitrophenyl N-acetylglycinate;(4-nitrophenyl) 2-acetamidoacetate;4-nitrophenyl acetylglycinate;SCHEMBL9491502;CHEMBL3278893;4-nitrophenyl 2-acetamidoacetate;DTXSID30408378;MFCD00127756;AKOS016003518;FD21641;AS-49146;CS-0332962;N-alpha-Actetyl-glycine p-nitrophenyl ester (Ac-Gly-ONp)

Chemical Property of p-Nitrophenyl N-acetylglycinate

Chemical Property:

• PSA: 101.22000
• LogP: 1.55040
• Storage Temp.: -15°C
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 238.05897142
• Heavy Atom Count: 17
• Complexity: 304

Purity/Quality:

98.5% ^*data from raw suppliers

Acetyl-glycine 4-nitrophenyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NCC(=O)OC1=CC=C(C=C1)[N+](=O)[O-]

Technology Process of p-Nitrophenyl N-acetylglycinate

There total 3 articles about p-Nitrophenyl N-acetylglycinate 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: 65.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + N-acetylglycine (543-24-8) → N-acetyl-(p-nitrophenyl)glycinate (3304-61-8)

Guidance literature:

With dicyclohexyl-carbodiimide; In dichloromethane;

Reference yield:

malonic acid dimethyl ester (108-59-8) → N-acetyl-(p-nitrophenyl)glycinate (3304-61-8) + N-(1-Acetyl-4-hydroxy-2-oxo-2,5-dihydro-1H-pyrrol-3-yl)-acetamide (105688-30-0)

Guidance literature:

With potassium tert-butylate; Yield given. Multistep reaction; 1.) t-butyl alcohol, 1 h, 2.) room temperature, 30 min;;

Reference yield:

→ N-acetyl-(p-nitrophenyl)glycinate (3304-61-8)

Guidance literature:

N-Acetylglycin, Dicyclohexylcarbodiimid, p-Nitrophenol;

upstream raw materials:

4-nitro-phenol

N-acetylglycine

malonic acid dimethyl ester

Downstream raw materials:

2-acetamido-N-(3-methyl-2-thiazolidinylidene)acetamide

4-nitro-phenol

N,3-acetyl-4-hydroxypyrrolin-2-one

2-Acetyl-4-acetylamino-3-oxo-butyric acid ethyl ester

Refernces

• 1、 Nathanael, Joses G.,Wille, Uta. "Oxidative Damage in Aliphatic Amino Acids and Di- and Tripeptides by the Environmental Free Radical Oxidant NO3?: the Role of the Amide Bond Revealed by Kinetic and Computational Studies". . p. 3405 - 3418. Retrieved 2019/03/11.
• 2、 Ekkati, Anil R.,Kodanko, Jeremy J.. "Targeting peptides with an iron-based oxidant: Cleavage of the amino acid backbone and oxidation of side chains". . p. 12390 - 12391. Retrieved 2008/03/30.