L-Glutamic acid, 1,5-dimethyl ester, hydrochloride (1:1)
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L-Glutamic acid, 1,5-dimethyl ester, hydrochloride (1:1)
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CAS No:
23150-65-4
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Formula:
C7H13NO4.ClH
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Chemical Name:
L-Glutamic acid, 1,5-dimethyl ester, hydrochloride (1:1)
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Synonyms:
L-Glutamic acid,1,5-dimethyl ester,hydrochloride (1:1);Glutamic acid,dimethyl ester,hydrochloride,L-;L-Glutamic acid,dimethyl ester,hydrochloride;Dimethyl L-glutamate hydrochloride;Glutamic acid dimethyl ester hydrochloride;Dimethyl glutamate hydrochloride;NSC 83254;Dimethyl (S)-2-aminopentanedioate hydrochloride;L-Glu(OMe)OMe hydrochloride;1,5-Dimethyl (2S)-2-aminopentanedioate hydrochloride
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CAS No:
L-Glutamic acid, 1,5-dimethyl ester, hydrochloride (1:1) Basic Attributes
211.64
211.061142
4238829
245-461-0
185VC5X3PF
2922499990
Characteristics
78.6
0.94220
White Powder
1.129g/cm3
149 °C
224.3ºC at 760 mmHg
76.7ºC
26 ° (C=5, H2O)
soluble in water, methanol (50 mg/ml).
2-8°C
0.0919mmHg at 25°C
26 º (c=5% in H2O)
L-Glutamic acid, 1,5-dimethyl 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 a 30percent aqueous sodium hydroxide absorber) was added 300 g of methanol.14.7 g (0.10 mol) of L-glutamic acid, 30.0 g (0.25 mol) of thionyl chloride, Heating, reaction at 60-63°C for 7 hours, cooling to 20-25°C, Hydrogen chloride gas in the nitrogen displacement system, after 30 minutes of replacement, Distillation recovers excess thionyl chloride and methanol, Then 100 g methyl tert-butyl ether was added to the residue, which was beaten and filtered.Dry to obtain 20.8 g of L-glutamic acid dimethyl ester hydrochloride as a white solid.The liquid purity was 99.5percent and the yield was 98.1percent.50.0 g L-Glutamic acid was taken in assembly containing 300 ml methanol, chilled the reaction mass up to 0 to 5 °C. Added dropwise 40.5 g Thionyl chloride into the reaction mass. The reaction mixture turned into a clear solution that was stirred for 40 hrs at room temperature. The solvent was evaporated to give crude L-glutamic acid dimethyl ester hydrochloride as residue. Added Methanol (150 ml) and distilled out to remove residual thionyl chloride. Added Ethyl Acetate (250 ml) to precipitate solid. Filter the product and washed with ethyl acetate (50 ml) to get 47.5 g L-glutamic acid dimethyl ester hydrochloride.
L-Glutamic Acid Dimethyl Ester is a diester analogue of L-Glutamic Acid, a non-essential amino acid. L-Glutamic Acid Dimethyl Ester has been shown to antagonize the effects of morphine sulfate.
Computed Properties
Molecular Weight:211.64
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:6
Exact Mass:211.0611356
Monoisotopic Mass:211.0611356
Topological Polar Surface Area:78.6
Heavy Atom Count:13
Complexity:169
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes
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