DL-2-Methylglutamic acid

Base Information

• Chemical Name: DL-2-Methylglutamic acid
• CAS No.: 71-90-9
• Molecular Formula: C6H11 N O4
• Molecular Weight: 161.158
• Hs Code.: 2922499990
• European Community (EC) Number: 200-768-9
• NSC Number: 11704,9968,226144
• UNII: M2D99THH1B
• DSSTox Substance ID: DTXSID101018948
• Nikkaji Number: J347.994C
• Wikidata: Q27283393
• ChEMBL ID: CHEMBL39362
• Mol file: 71-90-9.mol

Synonyms:2-methylglutamic acid;2-methylglutamic acid, (D)-isomer;2-methylglutamic acid, (DL)-isomer;2-methylglutamic acid, (L)-isomer;2-methylglutamic acid, hemihydrate(DL)-isomer;2-methylglutamic acid, ion(2-);2-methylglutamic acid, ion(2-), (DL-Glu)-isomer;2-methylglutamic acid, sodium salt, (DL)-isomer;alpha-methylglutamate;alpha-methylglutamic acid

Chemical Property of DL-2-Methylglutamic acid

Chemical Property:

• Vapor Pressure: 3.51E-05mmHg at 25°C
• Melting Point: 160 °C (dec.)(lit.)
• Boiling Point: 329.3ºC at 760 mmHg
• PKA: 2.21±0.10(Predicted)
• Flash Point: 153ºC
• PSA: 100.62000
• Density: 1.336±0.06 g/cm3(Predicted)
• LogP: 0.35350
• XLogP3: -3.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 161.06880783
• Heavy Atom Count: 11
• Complexity: 179

Purity/Quality:

98%,99%, ^*data from raw suppliers

DL-2-Methylglutamic Acid Hemihydrate >98.0%(T) ^*data from reagent suppliers

Safty Information:

• Safety Statements: S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(CCC(=O)O)(C(=O)O)N
• Uses: DL-2-Methylglutamic acid hemihydrate may be used in chemical synthesis studies.

Technology Process of DL-2-Methylglutamic acid

There total 10 articles about DL-2-Methylglutamic 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:

5-cyano-5-methyl-2-pyrrolidone (86240-21-3) → 2-methylglutamic acid (71-90-9,470-51-9)

Guidance literature:

With hydrogen bromide;

DOI:10.1021/ja01645a041

Reference yield:

racemic 3-(4-methyl-2,5-dioxoimidazolidin-4-yl)propionic acid (43189-49-7,43189-50-0,7511-46-8) → 2-methylglutamic acid (71-90-9,470-51-9)

Guidance literature:

With sodium hydroxide;

DOI:10.1021/ja01608a045

Reference yield:

levulinic acid (123-76-2) → 2-methylglutamic acid (71-90-9,470-51-9)

Guidance literature:

Multi-step reaction with 2 steps

1: NaCN; 4>2CO₃

2: aq. NaOH solution

With sodium hydroxide; sodium cyanide; ammonium carbonate;

DOI:10.1021/ja01608a045

upstream raw materials:

5-cyano-5-methyl-2-pyrrolidone

racemic 3-(4-methyl-2,5-dioxoimidazolidin-4-yl)propionic acid

2-acetyl-4-cyano-2-methyl-butyric acid ethyl ester

sodium cyanide

Downstream raw materials:

2-acetylamino-2-methyl-glutaric acid

(R)-α-Methylglutamic acid

(2S)-alpha-Methylglutamate

N-<4-<<(2,4-diamino-6-pteridinyl)methyl>methylamino>benzoyl>-2-methyl-glutamic acid

Refernces

• 1、 Bey, Philippe,Vevert, Jean Paul. "Stereospecific Alkylation of the Schiff Base Ester of Alanine with 2-Substituted-(E)- and -(Z)-vinyl Bromides. An Efficient Synthesis of 2-Methyl-(E)-3,4-didehydroglutamic Acid, a Potent Substrate-Induced Irreversible Inhibitor of L-Glutamate-1-decarboxylase.". . p. 3249 - 3253. Retrieved 2007/10/02.