L-2-Methylglutamic acid

Base Information

• Chemical Name: L-2-Methylglutamic acid
• CAS No.: 6208-95-3
• Molecular Formula: C6H11NO4
• Molecular Weight: 161.16
• Mol file: 6208-95-3.mol

Synonyms:GAM;L-2-Methylglutamic acid;L-Glutamic acid,2-methyl;

Chemical Property of L-2-Methylglutamic acid

Chemical Property:

• PSA: 100.62000
• LogP: 0.35350

Purity/Quality:

97% ^*data from raw suppliers

(S)-2-Amino-2-methylpentanedioicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of L-2-Methylglutamic acid

There total 19 articles about L-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: 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

Reference yield: 90.0%

(S)-2-benzoylamino-2-methyl-pentanedioic acid dimethyl ester → (2S)-alpha-Methylglutamate (6208-95-3,470-51-9)

Guidance literature:

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

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

Reference yield: 88.0%

(S)-2-Methyl-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-pentanedioic acid (151074-88-3) → (2S)-alpha-Methylglutamate (6208-95-3,470-51-9)

Guidance literature:

With ammonia; lithium; In tetrahydrofuran; tert-butyl alcohol; at -78 ℃; for 0.166667h;

DOI:10.1021/jo00074a016

upstream raw materials:

2-methylglutamic acid

N-Chloroacetyl-α-methylglutamic acid

N-Methoxyacetyl-α-methylglutamic acid

(S)-2-Methyl-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-pentanedioic acid

Refernces

• 1、 Tang, Guozhi,Tian, Hongqi,Ma, Dawei. "Asymmetric Strecker reaction of γ-keto acids. Facile entry to α-substituted and α,γ-disubstituted glutamic acids". . p. 10547 - 10552. Retrieved 2007/10/03.
• 2、 Chinchilla, Rafael,Galindo, Nuria,Nájera, Carmen. "Chiral 3,6-dihydro-2H-1,4-oxazin-2-ones as alanine equivalents for the asymmetric synthesis of α-methyl α-amino acids (AMAAs) under mild reaction conditions". . p. 704 - 717. Retrieved 2007/10/03.