DL-Glutamic acid

Base Information

• Chemical Name: DL-Glutamic acid
• CAS No.: 617-65-2
• Molecular Formula: C5H9NO4
• Molecular Weight: 147.131
• European Community (EC) Number: 210-522-2
• NSC Number: 206301,620337,143503,77686,9967
• UNII: 61LJO5I15S
• DSSTox Substance ID: DTXSID0046987
• Nikkaji Number: J5.177B
• Wikidata: Q181136,Q27145702
• NCI Thesaurus Code: C81373
• Mol file: 617-65-2.mol

Synonyms:DL-Glutamicacid;Glutamic acid, DL- (8CI);glutamic acid;DL-Glu;NSC 206301;NSC 9967;(±)-Glutamic Acid;4-Amino-1,5-pentandioic acid;α-Aminoglutaric Acid;aminoglutaric acid;

Chemical Property of DL-Glutamic acid

Chemical Property:

• Appearance/Colour: White crystaline or crystaline powder
• Vapor Pressure: 2.55E-05mmHg at 25°C
• Melting Point: 194 °C
• Refractive Index: 1.522
• Boiling Point: 333.783 °C at 760 mmHg
• Flash Point: 155.667 °C
• PSA: 100.62000
• Density: 1.41 g/cm³
• LogP: -0.03660
• XLogP3: -3.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 147.05315777
• Heavy Atom Count: 10
• Complexity: 145

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Biological Agents -> Amino Acids and Derivatives
• Canonical SMILES: C(CC(=O)O)C(C(=O)O)N
• Recent ClinicalTrials: Effects of Dietary Amino Acids on Serum and Macrophage Atherogenicity

Technology Process of DL-Glutamic acid

There total 107 articles about DL-Glutamic 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: 83.0%

2-phenylazlactone (1199-01-5,53766-22-6) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → Glutamic acid (617-65-2,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6)

Guidance literature:

2-phenylazlactone; acrylic acid methyl ester; With cerium(III) chloride; sodium iodide; In 1,4-dioxane; water; at 20 ℃; for 9h;

With sulfuric acid; In water; for 0.75h; Further stages.; Heating;

DOI:10.1016/j.tetlet.2008.07.103

Reference yield: 70.0%

α-ketoglutaric acid (328-50-7) → Glutamic acid (617-65-2,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) + 2-hydroxyglutaric acid (2889-31-8,636-67-9)

Guidance literature:

With [Ir(III)Cp*(bpy)(OH₂)](SO₄); ammonium formate; In water; at 80 ℃; for 6h; pH=6.5;

DOI:10.1021/ja031633r

Reference yield: 15.0%

α-ketoglutaric acid (328-50-7) → Glutamic acid (617-65-2,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6)

Guidance literature:

With iron sulfide; ammonium carbonate; In water; at 100 ℃; for 144h;

DOI:10.1016/00404-0399(50)10086-

upstream raw materials:

5-oxo-tetrahydro-furan-2-carboxylic acid

α-ketoglutaric acid

ethanol

methyl 2-benzamido-3-chloro-propanoate

Downstream raw materials:

3-(2,5-dioxo-oxazolidin-4-yl)-propionic acid

4-(2-carboxyethyl)imidazolin-2-one

α-ketoglutaric acid

Succinic semialdehyde

Refernces

• 1、 Mayer, Robert J.,Kaur, Harpreet,Rauscher, Sophia A.,Moran, Joseph. "Mechanistic insight into metal ion-catalyzed transamination". supporting information. p. 19099 - 19111. Retrieved 2021/11/22.
• 2、 Inada, Haruki,Shibuya, Masatoshi,Yamamoto, Yoshihiko. "Direct Synthesis of Free α-Amino Acids by Telescoping Three-Step Process from 1,2-Diols". supporting information. p. 709 - 713. Retrieved 2019/01/25.