Ethyl L-glutamate
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Ethyl L-glutamate
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CAS No:
1119-33-1
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Formula:
C7H13NO4
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Chemical Name:
Ethyl L-glutamate
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Synonyms:
L-Glutamic acid,5-ethyl ester;Glutamic acid,5-ethyl ester,L-;γ-Ethyl L-glutamate;γ-Ethyl glutamate;L-Glutamic acid γ-ethyl ester;5-Ethyl L-glutamate;γ-Monoethyl glutamate;Ethyl L-glutamate;NSC 156977;NSC 16885;(2S)-2-Amino-5-ethoxy-5-oxopentanoic acid;10476-59-2;16452-64-5;70830-47-6;89921-46-0;117060-50-1;1245625-10-8
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CAS No:
Characteristics
89.6
-3
White to off-white Powder
1.2843 (rough estimate)
191 °C
306.47°C (rough estimate)
151.3±26.5 °C
1.4353 (estimate)
Soluble in water 100 mg/ml.
2-8°C
4.29E-05mmHg at 25°C
Ethyl L-glutamate Use and Manufacturing
In the is provided with a stirrer, thermometer, reflux condenser, dropping funnel in the reaction container, adding L-glutamic acid (2) 1.1mol, the mass fraction is 87percent benzene ethanol solution to 1200 ml, control the stirring speed 130rpm, reducing the temperature of the solution to 5 °C, slowly adding the mass fraction is 95percent phosphoric acid solution 120 ml, of after-reaction of adding 120 min, rising the temperature of the solution to 45 °C, reaction 120 min, the clarification reaction liquid, by adding 50 ml of the mass fraction of 45percent potassium bicarbonate solution, the solution is maintained at pH 10, separating white solid, reducing the temperature of the solution to 35 °C, control the stirring speed 180rpm, reaction 120 min, reducing the temperature of the solution to 10 °C, filtering, the filter cake is washed with the mass fraction is 85percent para-xylene solution, 1.7kPa low-pressure drying, be L-glutamic acid-γ-ethyl ester 175.18g, yield 91percent.50.10 g (340.52 mmol, 1.0 eq) of L-glutamic acid was dissolved in 473.4 g (10.28 mol, 30.2 eq) of ethanol and cooled to 0 ° C.46.00 g (469.01 mmol, 1.4 eq) of concentrated sulfuric acid was added dropwise, and the mixture was cooled, and then allowed to react to room temperature overnight, and the reaction was monitored by TLC to the end.The reaction solution was cooled to 0 to 5 ° C, triethylamine was added dropwise to pH 7-8, and the mixture was stirred at room temperature for 2 hours, and suction filtered.The filter cake was recrystallized from an aqueous ethanol solution (ethanol/water (v:v) = 4:1, 250 mL), and then filtered.The residue was vacuum dried at 40 ° C overnight to give the product L-glutamic acid monoethyl ester as a white solid, yield 43.The yield was 72.08percent.L-Glutamic acid 15 (50 g, 340 mmol) was added to ethanol containing hydrogen chloride (HCl in EtOH, 1.42 mol/L, 350 mL, 497 mmol), and the mixture kept for 2 days. Pyridine (53.25 mL, 661 mmol) was added. The ester was collected and washed with EtOH. Recrystallization from EtOH/H2O (95:5) and dried in vacuo gave 12 as white solid (16.64 g, 28percent).
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Computed Properties
Molecular Weight:175.18
XLogP3:-3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:6
Exact Mass:175.08445790
Monoisotopic Mass:175.08445790
Topological Polar Surface Area:89.6
Heavy Atom Count:12
Complexity:169
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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