2-methylglutamic acid

Base Information

• Chemical Name: 2-methylglutamic acid
• CAS No.: 470-51-9
• Molecular Formula: C₆H₁₁NO₄
• Molecular Weight: 161.158
• Mol file: 470-51-9.mol

Synonyms:DL-Glutamicacid, 2-methyl-; Glutamic acid, 2-methyl-, DL- (8CI);2-Amino-2-methylpentanedioic acid; 2-Methyl-DL-glutamic acid; NSC 11704; NSC226144; NSC 9968; a-Methyl-DL-glutamic acid; a-Methylglutamic acid

Chemical Property of 2-methylglutamic acid

Chemical Property:

• PSA: 100.62000
• LogP: 0.35350

Purity/Quality:

90%,98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-methylglutamic acid

There total 45 articles about 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: 99.0%

C7H8N2O3 → (R)-α-Methylglutamic acid (4493-08-7,470-51-9)

Guidance literature:

C₇H₈N₂O₃; With hydrogenchloride; In 1,4-dioxane; water; at 120 ℃; for 18h; Inert atmosphere;

With ammonium hydroxide; In water; Inert atmosphere;

DOI:10.1021/jacs.7b08496

Reference yield: 98.0%

(R)-2-benzoylamino-2-methyl-pentanedioic acid dimethyl ester → (R)-α-Methylglutamic acid (4493-08-7,470-51-9)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 80 ℃; for 6h;

DOI:10.1016/0040-4020(95)00665-U

Reference yield: 91.0%

(3S,6R)-N-1-(tert-butoxycarbonyl)-6-isopropyl-3-methyl-3-(2-methoxycarbonyl)ethyl-5-phenyl-1,2,3,6-tetrahydro-2-pyrazinone (213619-68-2) → (2S)-alpha-Methylglutamate (6208-95-3,470-51-9)

Guidance literature:

With hydrogenchloride; at 150 ℃; for 48h;

DOI:10.1016/S0957-4166(98)00208-0

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

dimethyl 2-amino-2-methylpentanedioate

Refernces

• 1、 Liniger, Marc,Liu, Yiyang,Stoltz, Brian M.. "Sequential ruthenium catalysis for olefin isomerization and oxidation: Application to the synthesis of unusual amino acids". . p. 13944 - 13949. Retrieved 2017/11/06.
• 2、 Tsubogo, Tetsu,Kano, Yuichiro,Ikemoto, Koki,Yamashita, Yasuhiro,Kobayashi, Sh. "Synthesis of optically active, unnatural α-substituted glutamic acid derivatives by a chiral calcium-catalyzed 1,4-addition reaction". experimental part. p. 1221 - 1225. Retrieved 2010/10/20.