cis-5-Aza-4-oxo-oct-2-en-dioic Acid

Base Information

• Chemical Name: cis-5-Aza-4-oxo-oct-2-en-dioic Acid
• CAS No.: 57079-11-5
• Molecular Formula: C7H9NO5
• Molecular Weight: 187.15
• Hs Code.: 2924199090
• Nikkaji Number: J2.572.563H
• Mol file: 57079-11-5.mol

Synonyms:cis-5-Aza-4-oxo-oct-2-en-dioic Acid;57079-11-5;N-carboxyethylmaleamic acid;SCHEMBL543785;JYXLDXBKFBWKOV-UPHRSURJSA-N;AS-0222;(Z)-4-((2-carboxyethyl)amino)-4-oxobut-2-enoic acid;(2Z)-3-[(2-CARBOXYETHYL)CARBAMOYL]PROP-2-ENOIC ACID;(2Z)-4-[(2-Carboxyethyl)amino]-4-oxo-2-butenoic Acid;N-(2-Carboxyethyl)maleamic Acid

Chemical Property of cis-5-Aza-4-oxo-oct-2-en-dioic Acid

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 1.83E-13mmHg at 25°C
• Refractive Index: 1.533
• Boiling Point: 548.1 °C at 760 mmHg
• Flash Point: 285.3 °C
• PSA: 107.19000
• Density: 1.408 g/cm³
• LogP: 0.05840
• Solubility.: DMF, Methanol
• XLogP3: -1.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 187.04807239
• Heavy Atom Count: 13
• Complexity: 245

Purity/Quality:

99% ^*data from raw suppliers

cis-5-Aza-4-oxo-oct-2-en-dioicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CNC(=O)C=CC(=O)O)C(=O)O
• Isomeric SMILES: C(CNC(=O)/C=C\C(=O)O)C(=O)O

Technology Process of cis-5-Aza-4-oxo-oct-2-en-dioic Acid

There total 3 articles about cis-5-Aza-4-oxo-oct-2-en-dioic 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: 92.0%

maleic anhydride (108-31-6) + 3-amino propanoic acid (107-95-9) → N-(3-carboxy-acryloyl)-β-alanine (57079-11-5)

Guidance literature:

With acetic acid; at 20 ℃; for 8h;

DOI:10.3998/ark.5550190.0011.a02

Reference yield:

maleic anhydride (108-31-6) + 3-amino propanoic acid (107-95-9) → N-Maleoyl-β-alanin (57079-11-5)

Guidance literature:

In acetic acid; at 20 ℃; for 8h; Inert atmosphere;

DOI:10.1039/b904060a

Reference yield:

maleic anhydride (108-31-6) + L-alanin (56-41-7,25191-17-7,18875-37-1) → N-Maleoyl-β-alanin (57079-11-5)

Guidance literature:

In toluene; Reflux;

DOI:10.1055/s-0033-1340980

upstream raw materials:

maleic anhydride

3-amino propanoic acid

L-alanin

Downstream raw materials:

3-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-propionic acid 4-nitro-phenyl ester

3-succinimidopropionic acid

3-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-N-methyl-N-phenyl-propionamide

Refernces

• 1、 García-Astrain,González,Gurrea,Guaresti,Algar,Eceiza,Gabilondo. "Maleimide-grafted cellulose nanocrystals as cross-linkers for bionanocomposite hydrogels". . p. 94 - 101. Retrieved 2016.
• 2、 -. "Linker, Antibody-Drug Conjugate Including Same and Use Thereof". Paragraph 0435; 0436. . Retrieved 2021/08/27.
• 3、 Magano, Javier,Conway, Brian G.,Farrand, Douglas,Lovdahl, Michael,Maloney, Mark T.,Pozzo, Mark J.,Teixeira, John J.,Rizzo, John,Tumelty, David. "Scalable and cost-effective synthesis of a linker for bioconjugation with a peptide and a monoclonal antibody". . p. 1399 - 1406. Retrieved 2014/06/09.