N-Methyl-DL-glutamic acid

Base Information

• Chemical Name: N-Methyl-DL-glutamic acid
• CAS No.: 35989-16-3
• Molecular Formula: C₆H₁₁NO₄
• Molecular Weight: 161.158
• Hs Code.: 2922499990
• NSC Number: 109187
• DSSTox Substance ID: DTXSID00986911
• Wikipedia: N-Methyl-L-glutamic_acid
• ChEMBL ID: CHEMBL1160512
• Mol file: 35989-16-3.mol

Synonyms:N-Methyl-DL-glutamic acid;35989-16-3;2-(methylamino)pentanedioic acid;H-DL-Meglu-OH;DL-Glutamic acid, N-methyl-;Glutamic acid, N-methyl-;N-Me-Glu-OH;UNII-557ZPU13HK;N-METHYL-D-GLUTAMIC ACID;NSC-109187;N-Methyl-DL-Glu;7-methylglutamic acid;N-Methylglutamic acid #;SCHEMBL180085;CHEMBL1160512;DTXSID00986911;CHEBI:180974;MFCD00037760;NSC109187;AKOS015851053;CS-W016140;HY-W015424;AS-60927;FT-0625393;FT-0636253;FT-0646545;FT-0771101;E78236;A835795

Chemical Property of N-Methyl-DL-glutamic acid

Chemical Property:

• Vapor Pressure: 3.31E-05mmHg at 25°C
• Refractive Index: 1.491
• Boiling Point: 330.2 °C at 760 mmHg
• PKA: 2.19±0.10(Predicted)
• Flash Point: 153.5 °C
• PSA: 86.63000
• Density: 1.278 g/cm³
• LogP: -0.08530
• Storage Temp.: −20°C
• XLogP3: -3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 161.06880783
• Heavy Atom Count: 11
• Complexity: 157

Purity/Quality:

98%min ^*data from raw suppliers

2-(Methylamino)pentanedioicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC(CCC(=O)O)C(=O)O

Technology Process of N-Methyl-DL-glutamic acid

There total 7 articles about N-Methyl-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: 99.1%

C6H9NO4 → N-methyl-DL-glutamic acid (35989-16-3,77481-28-8)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In water; for 24h;

Reference yield: 63.0%

N-benzyloxycarbonyl-N-methyl-DL-glutamic acid (56618-13-4) → N-methyl-DL-glutamic acid (35989-16-3,77481-28-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃;

DOI:10.1071/ch99182 DOI:10.1071/CH99082

Reference yield:

4-(2-CARBOXY-ETHYL)-5-OXO-OXAZOLIDINE-3-CARBOXYLIC ACID BENZYL ESTER (19525-56-5) → N-methyl-DL-glutamic acid (35989-16-3,77481-28-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / Et₃SiH; CF₃COOH / CHCl₃ / 120 h

2: 63 percent / H₂ / 10 percent Pd-C / ethanol / 20 °C

With triethylsilane; hydrogen; trifluoroacetic acid; palladium on activated charcoal; In ethanol; chloroform; 1: Ring cleavage / 2: Hydrogenolysis;

DOI:10.1071/ch99182

upstream raw materials:

α-ketoglutaric acid

methylamine

potassium cyanide

N-benzyloxycarbonyl-N-methyl-DL-glutamic acid

Refernces

• 1、 Hughes, Andrew B.,Mackay, Maureen F.,Aurelio, Luigi. "Synthesis and structural characterization of N-methyl-DL-glutamic acid". . p. 237 - 240. Retrieved 2007/10/03.