Ethyl glutamate

Base Information

• Chemical Name: Ethyl glutamate
• CAS No.: 1119-33-1
• Molecular Formula: C7H13NO4
• Molecular Weight: 175.185
• Hs Code.: 2922509090
• NSC Number: 156977,16885
• DSSTox Substance ID: DTXSID70862551
• Mol file: 1119-33-1.mol

Synonyms:2-amino-5-ethoxy-5-oxopentanoic acid;Ethyl glutamate;45025-28-3;.gamma.-Ethylglutamate;L-Glutamate-.gamma.-ethyl ester;Glutamic acid .gamma.-ethyl ester;L-Glutamic acid .gamma.-ethyl ester;MFCD00037217;NSC-16885;NSC-156977;SCHEMBL3425165;DTXSID70862551;XMQUEQJCYRFIQS-UHFFFAOYSA-N;NSC16885;2-amino-5-ethoxy-5-oxopentanoicacid;AKOS009156713;SY015381;FT-0627835;EN300-178888;2-amino-5-ethoxy-5-oxopentanoic acid (non-preferred name)

Chemical Property of Ethyl glutamate

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 4.29E-05mmHg at 25°C
• Melting Point: 179 ºC
• Refractive Index: 1.476
• Boiling Point: 326.5 °C at 760 mmHg
• PKA: 2.21±0.10(Predicted)
• Flash Point: 151.3 °C
• PSA: 89.62000
• Density: 1.197 g/cm³
• LogP: 0.44190
• Storage Temp.: 2-8°C
• Solubility.: Water (Slightly)
• Water Solubility.: Soluble in water 100 mg/ml.
• XLogP3: -3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 175.08445790
• Heavy Atom Count: 12
• Complexity: 169

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CCC(C(=O)O)N
• Uses: L-Glutamic acid 5-ethyl ester is used as an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff.

Technology Process of Ethyl glutamate

There total 5 articles about Ethyl 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: 91.0%

ethanol (64-17-5) + L-glutamic acid (56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) → (S)-2-Amino-pentanedioic acid 5-ethyl ester (1119-33-1)

Guidance literature:

With phosphoric acid; In benzene; at 5 - 45 ℃; for 4h; Concentration; Temperature;

Reference yield: 76.0%

L-glutamic acid diethyl ester (16450-41-2) → (S)-2-Amino-pentanedioic acid 5-ethyl ester (1119-33-1)

Guidance literature:

With sodium hydroxide; at 20 ℃; for 1.5h; Enzymatic reaction;

DOI:10.1021/op0341115

Reference yield:

ethanol (64-17-5) + N-(benzyloxycarbonyl)-L-glutamic acid anhydride (4124-76-9) → (S)-2-Amino-pentanedioic acid 5-ethyl ester (1119-33-1) + L-glutamic acid α-ethyl ester (52454-78-1)

Guidance literature:

anschliessendes Hydrieren;

upstream raw materials:

ethanol

L-glutamic acid

N-(benzyloxycarbonyl)-L-glutamic acid anhydride

L-glutamic acid diethyl ester

Downstream raw materials:

GLUTATHIONE

N-benzyloxycarbonyl-L-glutamic acid-5-hydrazide

N-[S-benzyl-N-(N-benzyloxycarbonyl-L-γ-glutamyl)-L-cysteinyl]-glycine

Pyroglutamic acid

Refernces

• 1、 Hansmann, Stefanie,Larem, Tobias,Thiele, Christina M.. "Enantiodifferentiating Properties of the Alignment Media PELG and PBLG - A Comparison". . p. 1324 - 1329. Retrieved 2016.
• 2、 Cheng, Wei-Chieh,You, Ting-Yun,Teo, Zhen-Zhuo,Sayyad, Ashik A.,Maharana, Jitendra,Guo, Chih-Wei,Liang, Pi-Hui,Lin, Chung-Shun,Meng, Fan-Chun. "Further Insights on Structural Modifications of Muramyl Dipeptides to Study the Human NOD2 Stimulating Activity". supporting information. p. 3836 - 3844. Retrieved 2020/10/21.
• 3、 -. "Method for synthesizing L-glutamic acid-gamma-ethyl ester of L-proline medicine intermediates". Paragraph 0014; 0015. . Retrieved 2016/11/21.