5-Methyl L-Glutamate

Base Information

• Chemical Name: 5-Methyl L-Glutamate
• CAS No.: 1499-55-4
• Molecular Formula: C6H11NO4
• Molecular Weight: 161.158
• Hs Code.: 29224999
• Metabolomics Workbench ID: 122969
• Mol file: 1499-55-4.mol

Synonyms:5-Methyl L-Glutamate;L-glutamate gamma-methyl ester;Glutamic acid, 5-methylester

Chemical Property of 5-Methyl L-Glutamate

Chemical Property:

• Appearance/Colour: white amorphous powder
• Vapor Pressure: 0.000217mmHg at 25°C
• Melting Point: 182 °C (dec.)(lit.)
• Refractive Index: 29 ° (C=2, 6mol/L HCl)
• Boiling Point: 316.1 °C at 760 mmHg
• PKA: 2.18±0.10(Predicted)
• Flash Point: 145 °C
• PSA: 89.62000
• Density: 1.242 g/cm₃
• LogP: 0.05180
• Storage Temp.: 2-8°C
• Water Solubility.: Soluble in water
• XLogP3: -2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 161.06880783
• Heavy Atom Count: 11
• Complexity: 151

Purity/Quality:

99% ^*data from raw suppliers

L-Glutamic acid 5-methyl ester ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CCC(C(=O)[O-])[NH3+]
• Isomeric SMILES: COC(=O)CC[C@@H](C(=O)[O-])[NH3+]
• Uses: L-Glutamic acid 5-methyl ester is a protected form of L-Glutamic acid (G596960). L-Glutamic acid is a nonessential amino acid that is important to the mammalian central nervous system. L-Glutamic acid is also a neurotransmitter for cone photoreceptors in the human brain and is used as a treatment for patients who have liver disease accompanied by encephalopathy (a condition termed ‘hepatic coma’).

Technology Process of 5-Methyl L-Glutamate

There total 19 articles about 5-Methyl L-Glutamate 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: 100.0%

methanol (67-56-1) + L-glutamic acid (56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) → L-glutamic acid 5-methyl ester (1499-55-4)

Guidance literature:

With chloro-trimethyl-silane; at 20 ℃; for 0.25h; Inert atmosphere;

Reference yield: 98.0%

C43H34ClN3NiO5 → L-glutamic acid 5-methyl ester (1499-55-4) + (R)-N-(2-benzoyl-4-chlorophenyl)-2-[3,5-dihydro-4H-dinaphtho[2,1-c:1',2'-e]azepine-4-yl]acetamide

Guidance literature:

With hydrogenchloride; In methanol; at 30 - 40 ℃; for 7h;

Reference yield: 85.0%

L-glutamic acid (56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) + acetyl chloride (75-36-5) → L-glutamic acid 5-methyl ester (1499-55-4)

Guidance literature:

In methanol; at 5 - 20 ℃; for 16h;

DOI:10.1016/S0040-4020(00)00764-X

upstream raw materials:

2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)-5-methoxy-5-oxopentanoic acid

methanol

Glutamic acid

N-phthaloylglutamic acid anhydride

Downstream raw materials:

glutamic acid γ-hydrazide

(S)-2-Benzyloxycarbonylamino-pentanedioic acid 5-methyl ester

(2S)-2-[(tert-butoxy)carbonylamino]-4-(methoxycarbonyl)butanoic acid

L-glutamic acid 1-tert-butyl ester 5-methyl ester

Refernces

• 1、 Luesch, Hendrik,Uzar, Horst C.. "New access to the synthetic building block L-aspartic acid β-semialdehyde via Grignard reaction". . p. 4965 - 4973. Retrieved 2000.
• 2、 -. "ANTIPROLIFERATIVE COMPOUNDS AND METHODS OF USE THEREOF". Paragraph 0309. . Retrieved 2019/01/25.
• 3、 -. "METHODS FOR TREATING MULTIPLE MYELOMA AND THE USE OF COMPANION BIOMARKERS FOR 4-(4-(4-(((2-(2,6-DIOXOPIPERIDIN-3-YL)-1-OXOISOINDOLIN-4-YL)OXY)METHYL)BENZYL)PIPERAZIN-1-YL)-3-FLUOROBENZONITRILE". Paragraph 1061. . Retrieved 2019/12/06.