4-Dimethyl-L-glutamic Acid

Base Information

• Chemical Name: 4-Dimethyl-L-glutamic Acid
• CAS No.: 151139-88-7
• Molecular Formula: C₇H₁₃NO₄
• Molecular Weight: 175.185
• DSSTox Substance ID: DTXSID30432794
• Nikkaji Number: J1.888.914E
• Wikidata: Q82246903
• Mol file: 151139-88-7.mol

Synonyms:4-Dimethyl-L-glutamic Acid;151139-88-7;4,4-Dimethyl-L-glutamic acid;(4S)-4-AMINO-2,2-DIMETHYLPENTANEDIOIC ACID;(S)-4-Amino-2,2-dimethylpentanedioic acid;L-Glutamic acid, 4,4-dimethyl-;starbld0018859;SCHEMBL2265477;DTXSID30432794;AKOS006293193;J-008782

Chemical Property of 4-Dimethyl-L-glutamic Acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 165-167°C
• Refractive Index: 1.509
• Boiling Point: 329.896oC at 760 mmHg
• Flash Point: 153.316oC
• PSA: 100.62000
• Density: 1.275g/cm3
• LogP: 0.59950
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Solubility.: Water (Slightly)
• XLogP3: -2.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 175.08445790
• Heavy Atom Count: 12
• Complexity: 200

Purity/Quality:

98%Min ^*data from raw suppliers

4,4-Dimethyl-L-glutamicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(CC(C(=O)O)N)C(=O)O
• Isomeric SMILES: CC(C)(C[C@@H](C(=O)O)N)C(=O)O
• Uses: A glutamate analog A glutamate analog.

Technology Process of 4-Dimethyl-L-glutamic Acid

There total 15 articles about 4-Dimethyl-L-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: 70.0%

2-oxo-4,4-dimethylglutaric acid dilithium salt → 4,4-dimethyl-L-glutamic acid (151139-88-7)

Guidance literature:

With sodium hydroxide; L-cysteinesulfinic acid monohydrate; glutamic oxalacetic transaminase; at 30 ℃; for 24h; pH=7.5; Enzymatic reaction;

DOI:10.1002/1615-4169(200108)343:6/7<692::AID-ADSC692>3.0.CO;2-6

Reference yield:

2-oxo-4,4-dimethylglutaric acid (96544-51-3) → 4,4-dimethyl-L-glutamic acid (151139-88-7)

Guidance literature:

With 1,4-dihydronicotinamide adenine dinucleotide; L-Aspartic acid; glutamic oxalacetic transaminase; In phosphate buffer; pH=7.5; Enzyme kinetics; Enzymatic reaction;

DOI:10.1002/1615-4169(200108)343:6/7<692::AID-ADSC692>3.0.CO;2-6

Reference yield:

L-Pyroglutamic acid (98-79-3) → 4,4-dimethyl-L-glutamic acid (151139-88-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: SOCl₂ / 0 - 20 °C

2.1: DMAP / triethylamine; CH₂Cl₂

3.1: LiN(SiMe₃)2 / tetrahydrofuran / -78 °C

3.2: tetrahydrofuran / -78 °C

4.1: 6N HCl

With hydrogenchloride; dmap; thionyl chloride; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; triethylamine;

DOI:10.1016/S0040-4039(03)00429-5

upstream raw materials:

2-oxo-4,4-dimethylglutaric acid

O₁-tert-butyl O₂-methyl (2S)-4,4-dimethyl-5-oxopyrrolidine-1,2-dicarboxylate

1-tert-butyl 2-ethyl (2S)4,4-dimethyl-5-oxopyrrolidine-1,2-dicarboxylate

(S)-1-tert-butoxycarbonyl-5-methoxycarbonyl-pyrrolidin-2-one

Refernces

• 1、 Gu, Zi-Qiang,Li, Min. "A concise synthesis of (2S,4R)- and (2S,4S)-4-methylglutamic acid". . p. 3203 - 3205. Retrieved 2007/10/03.