L-Glutamic acid, 1,5-diethyl ester, hydrochloride (1:1)
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L-Glutamic acid, 1,5-diethyl ester, hydrochloride (1:1)
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CAS No:
1118-89-4
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Formula:
C9H17NO4.ClH
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Chemical Name:
L-Glutamic acid, 1,5-diethyl ester, hydrochloride (1:1)
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Synonyms:
L-Glutamic acid,1,5-diethyl ester,hydrochloride (1:1);Glutamic acid,diethyl ester,hydrochloride,L-;L-Glutamic acid,diethyl ester,hydrochloride;Diethyl L-glutamate hydrochloride;Diethyl glutamate hydrochloride;Glutamic acid diethyl ester hydrochloride;NSC 12960;NSC 17007;(S)-1,5-Diethoxy-1,5-dioxopentan-2-amine hydrochloride;(S)-Diethyl 2-aminopentanedioate hydrochloride
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CAS No:
L-Glutamic acid, 1,5-diethyl ester, hydrochloride (1:1) Basic Attributes
239.7
239.092438
214-270-4
211260|114914|17007|12960
DTXSID10505011
29224210
Safety Information
NONH for all modes of transport
3
24/25
MA1252280
P261, P264, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P391, P403+P233, P405, P501
H315
Drug Information
Drugs used to prevent SEIZURES or reduce their severity. (See all compounds classified as Anticonvulsants.)|Drugs that bind to but do not activate excitatory amino acid receptors, thereby blocking the actions of agonists. (See all compounds classified as Excitatory Amino Acid Antagonists.)|A loosely defined grouping of drugs that have effects on psychological function. Here the psychotropic agents include the antidepressive agents, hallucinogens, and tranquilizing agents (including the antipsychotics and anti-anxiety agents). (See all compounds classified as Psychotropic Drugs.)
glutamic acid diethyl ester
L-Glutamic acid, 1,5-diethyl ester, hydrochloride (1:1) Use and Manufacturing
To a 500 ml four-necked flask equipped with a stirrer, a thermometer and a reflux condenser (connected with 30percent aqueous sodium hydroxide solution), 300 g of ethanol was added.14.7 g (0.10 mol) L-glutamic acid, 25.0 g (0.08 mol) triphosgene, Heat, react at 70-75°C for 5 hours, cool to 20-25°C, Hydrogen chloride gas in the nitrogen substitution system was replaced 30 minutes later.Distillation recovers excess triphosgene and ethanol, then adds 100 to the residueMethyl tert-butyl ether, beaten, filtered and dried to give 23.5 g of a white solidL-glutamic acid diethyl ester hydrochloride, liquid purity 99.7percent, yield 98.0percent.Add 320 mL (5.48 mol, 40 eq) of absolute ethanol to a 1000 mL single-mouth bottle and cool to minus 10 ° C.To the reaction system, 28 mL (378.92 mmol, 2.8 eq) of thionyl chloride was slowly added dropwise.After the dropwise addition was completed, the reaction solution was stirred at a constant temperature of 10 ° C for 1 hour.Further, 20.08 g (136.48 mmol, 1 eq) of L-glutamic acid was added to the reaction system.The reaction solution was stirred at room temperature for 2 hours, then warmed to 80 ° C and the reaction was monitored by TLC.The reaction solution was concentrated under reduced pressure to remove the solvent, which was cooled and crystallized in a refrigerator.Add ethyl acetate (150 mL × 3), wash and filter by suction.The product obtained by drying (L-glutamic acid diethyl ester hydrochloride) was 25.44 g of a white solid, yield 77.76percent.EtOH (42 mL) was placed in a round-bottomed flask and cooled to 0 °C in an ice bath. Acetylchloride (3.6 mL, 50.0 mmol) was then slowly added to the EtOH with keeping thetemperature and magnetically string. After the reaction solution was starred at 0 °C for 30 min, L-glutamic acid (3.68 g, 25.0 mmol) was added to the mixture solution. The reaction solutionwas stirred under a reflux condition for 4 h. The resulting solution was evaluated undervacuum to obtain a colorless oil of 11′.
L-Glutamic acid, 1,5-diethyl ester, hydrochloride (1:1): INACTIVE
Computed Properties
Molecular Weight:239.69
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:8
Exact Mass:239.0924357
Monoisotopic Mass:239.0924357
Topological Polar Surface Area:78.6
Heavy Atom Count:15
Complexity:193
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes
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L-Glutamic acid, 1,5-diethyl ester, hydrochloride (1:1)
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