(S)-2-Amino-4-oxopentanoic acid

Base Information

• Chemical Name: (S)-2-Amino-4-oxopentanoic acid
• CAS No.: 4439-83-2
• Molecular Formula: C5H9NO3
• Molecular Weight: 131.131
• Hs Code.: 2922509090
• Nikkaji Number: J811.761F
• Metabolomics Workbench ID: 1653
• Mol file: 4439-83-2.mol

Synonyms:2-amino-4-ketopentanoate

Chemical Property of (S)-2-Amino-4-oxopentanoic acid

Chemical Property:

• Vapor Pressure: 0.000565mmHg at 25°C
• Melting Point: 135-137 °C (decomp)
• Boiling Point: 289.142 °C at 760 mmHg
• PKA: 2.51±0.23(Predicted)
• Flash Point: 128.669 °C
• PSA: 80.39000
• Density: 1.227 g/cm³
• LogP: 0.07770
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: -3.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 131.058243149
• Heavy Atom Count: 9
• Complexity: 132

Purity/Quality:

99%, ^*data from raw suppliers

(S)-2-Amino-4-oxopentanoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)CC(C(=O)O)N
• Isomeric SMILES: CC(=O)C[C@@H](C(=O)O)N

Technology Process of (S)-2-Amino-4-oxopentanoic acid

There total 11 articles about (S)-2-Amino-4-oxopentanoic 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: 73.0%

2-Amino-4-fluoro-pent-4-enoic acid tert-butyl ester (215716-71-5) → DL-asparagine (4439-83-2,772325-69-6)

Guidance literature:

With hydrogenchloride; water; for 6h; Heating;

DOI:10.1055/s-1998-2174

Reference yield: 57.0%

Ketophalloidin (18635-62-6) → DL-asparagine (4439-83-2,772325-69-6)

Guidance literature:

With hydrogenchloride; at 105 ℃; for 16h;

Reference yield:

(R)-2-(2,2,5,7,8-Pentamethyl-chroman-6-sulfonylamino)-5-trimethylsilanyl-pent-4-ynoic acid (207459-88-9) → DL-asparagine (4439-83-2,772325-69-6) + (R)-2-aminopent-4-ynoic acid (23235-01-0,23235-03-2,50428-03-0,64165-64-6)

Guidance literature:

With trifluoroacetic acid; for 18h; Yields of byproduct given. Title compound not separated from byproducts; Heating;

DOI:10.1039/a800579f

upstream raw materials:

diethyl 2-acetamido-2-acetonylmalonate

N-Formyl-α-aethoxycarbonyl-γ-oxo-DL-norvalin-aethylester

2-Benzamido-4-oxopentansaeure,N-Benzoyl-β-acetylalanin

Ketophalloidin

Downstream raw materials:

L-δ-Hydroxy-γ-oxo-norvalin

4-oxo-2-(N'-phenyl-ureido)-valeric acid

N-Benzyloxycarbonyl-β-acetylalanin

Refernces

• 1、 Laue, Klaus W.,Haufe, Guenter. "3-Bromo-2-fluoropropene - a fluorinated building block. 2-fluoroallylation of glycine and alanine ester imines". . p. 1453 - 1456. Retrieved 2007/10/03.
• 2、 Wieland, Theodor,Deboben, Axel,Faulstich, Heinz. "Components of the Green Deathcap Toadstool Amanita phalloides, LVIII. - Some Dithiolanes Derived from Ketophalloidin as Reagents in Biochemical Research". . p. 416 - 424. Retrieved 2007/10/02.