(2S)-4-amino-2-ammonio-4-oxobutanoate

Base Information

• Chemical Name: (2S)-4-amino-2-ammonio-4-oxobutanoate
• CAS No.: 70-47-3
• Molecular Formula: C4H8N2O3
• Molecular Weight: 132.119
• Hs Code.: 29241900
• Mol file: 70-47-3.mol

Synonyms:(2S)-4-amino-2-ammonio-4-oxobutanoate;(2S)-4-amino-2-azaniumyl-4-oxobutanoate;(2S)-2-azaniumyl-4-azanyl-4-oxidanylidene-butanoate;L-asparagine zwitterion;CHEBI:58048;(2S)-2-ammonio-3-carbamoylpropanoate;(2S)-2-azaniumyl-3-carbamoylpropanoate;A820795;A836895

Chemical Property of (2S)-4-amino-2-ammonio-4-oxobutanoate

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 6.51E-05mmHg at 25°C
• Melting Point: 235 °C (dec.)(lit.)
• Refractive Index: 1.51
• Boiling Point: 438.029 °C at 760 mmHg
• PKA: 2.30±0.10(Predicted)
• Flash Point: 218.712 °C
• PSA: 106.41000
• Density: 1.405 g/cm³
• LogP: -0.32570
• Water Solubility.: 20 g/L (20℃)
• XLogP3: -2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 132.05349212
• Heavy Atom Count: 9
• Complexity: 128

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Safety Statements: S24/25:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(C(C(=O)[O-])[NH3+])C(=O)N
• Isomeric SMILES: C([C@@H](C(=O)[O-])[NH3+])C(=O)N

Technology Process of (2S)-4-amino-2-ammonio-4-oxobutanoate

There total 55 articles about (2S)-4-amino-2-ammonio-4-oxobutanoate 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: 27.0%

L-alanin (56-41-7,25191-17-7,18875-37-1) + formamide (77287-34-4,77287-35-5,60100-09-6) → L-serin (56-45-1,83245-15-2) + L-asparagine (70-47-3,28088-48-4,7006-34-0) + glycine (56-40-6,18875-39-3,25718-94-9)

Guidance literature:

With sulfuric acid; In water; for 2h; Concentration; Electrolysis; Inert atmosphere;

DOI:10.1246/bcsj.20140164

Reference yield: 27.0%

L-alanin (56-41-7,25191-17-7,18875-37-1) + formamide (77287-34-4,77287-35-5,60100-09-6) → L-serin (56-45-1,83245-15-2) + L-asparagine (70-47-3,28088-48-4,7006-34-0) + Oxalamide (471-46-5)

Guidance literature:

With sulfuric acid; In water; for 2h; Concentration; Electrolysis; Inert atmosphere;

DOI:10.1246/bcsj.20140164

Reference yield: 16.9%

ASPARAGINE (3130-87-8,28088-48-4,7006-34-0) → (R)-Asparagine (2058-58-4,28088-48-4,7006-34-0) + L-asparagine (70-47-3,28088-48-4,7006-34-0)

Guidance literature:

With copolymer of tri(ethylene glycol)-grafting polymethylsiloxane and poly(N⁶-methacryloyl-L-lysine); at 25 ℃; for 48h; Reagent/catalyst;

DOI:10.1002/anie.201803480

upstream raw materials:

maleic anhydride

N²-trifluoroacetyl-L-asparagine ethyl ester

ASPARAGINE

aspartic acid 4-ethyl ester

Downstream raw materials:

dimethyl aspartate

N²-(S-benzyl-N-benzyloxycarbonyl-L-cysteinyl)-L-asparagine

(+/-)-phthaloylaspartic acid

N-Trifluoracetyl-L-asparagin

Refernces

• 1、 De Cesare, Silvia,McKenna, Catherine A.,Mulholland, Nicholas,Murray, Lorna,Bella, Juraj,Campopiano, Dominic J.. "Direct monitoring of biocatalytic deacetylation of amino acid substrates by1H NMR reveals fine details of substrate specificity". supporting information. p. 4904 - 4909. Retrieved 2021/06/16.
• 2、 Ye, Xichong,Cui, Jiaxi,Li, Bowen,Li, Na,Zhang, Jie,Wan, Xinhua. "Self-Reporting Inhibitors: A Single Crystallization Process To Obtain Two Optically Pure Enantiomers". . p. 8120 - 8124. Retrieved 2018/06/29.