Conditions | Yield |
---|---|
In ethanol at 0℃; for 4h; Reflux; | 99% |
Conditions | Yield |
---|---|
With thionyl chloride | 98% |
Stage #1: ethanol; L-glutamic acid With bis(trichloromethyl) carbonate at 70 - 75℃; for 5h; Stage #2: With hydrogenchloride at 20 - 25℃; for 0.5h; | 98% |
Stage #1: ethanol With thionyl chloride at -10 - 10℃; for 1h; Stage #2: L-glutamic acid at 20 - 80℃; for 2h; | 77.76% |
Conditions | Yield |
---|---|
at 190 - 195℃; unter vermindertem Druck, Kochen der gebildeten (S)-5-Oxo-pyrrolidin-carbonsaeure-(2) mit aethanol.HCl; |
ethanol
(S)-2-Amino-pentanedioic acid 5-ethyl ester
diethyl-L-glutamate hydrochloride
Conditions | Yield |
---|---|
With thionyl chloride at 20℃; for 25h; Cooling with ice; |
diethyl-L-glutamate hydrochloride
diethyl N-(2,5-difluoro-4-nitrobenzoyl)-L-glutamate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane for 1h; | 100% |
diethyl-L-glutamate hydrochloride
diethyl N-(4-(N-(tert-butyloxycarbonyl)-N-prop-2-ynylamino)-2,6-difluorobenzoyl)-L-glutamate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane for 2h; | 100% |
diethyl-L-glutamate hydrochloride
diethyl N-{4-[(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)methyl]benzoyl}-L-glutamate
Conditions | Yield |
---|---|
With diethyl cyanophosphonate; triethylamine In N,N-dimethyl-formamide at 20℃; for 18h; | 100% |
5-bromo-3-methyl-thiophene-2-carboxylic acid
diethyl-L-glutamate hydrochloride
2(S)-{[(5-bromo-3-methylthiophene-2-yl)carbonyl]amino}pentanedioic acid diethyl ester
Conditions | Yield |
---|---|
With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 18h; | 99% |
Conditions | Yield |
---|---|
In toluene | 99% |
diethyl-L-glutamate hydrochloride
1-(tert-butoxy)-2-(tert-butoxy)carbonyl-1,2-dihydroisoquinoline
diethyl (tert-butoxycarbonyl)-L-glutamate
Conditions | Yield |
---|---|
In diethyl ether Heating; | 98% |
Boc-Lys(Z)-OH
diethyl-L-glutamate hydrochloride
Boc-Lys(Cbz)-Glu(Et)-OEt
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride at 20℃; Alkaline conditions; | 98% |
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 0 - 20℃; for 16h; | 77% |
diethyl-L-glutamate hydrochloride
L-glutamic acid diethyl ester
Conditions | Yield |
---|---|
With potassium carbonate In water for 0.5h; | 97.5% |
With Amberlyst A21 resin In dichloromethane at 0 - 20℃; for 2h; | 94% |
With ammonia In diethyl ether; water at 20℃; for 2h; |
Conditions | Yield |
---|---|
With pyridine; dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃; for 24h; | 96% |
diethyl-L-glutamate hydrochloride
5-{[(2-Fluoro-ethyl)-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-yl)-amino]-methyl}-thiophene-2-carboxylic acid
(S)-2-[(5-{[(2-Fluoro-ethyl)-(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-yl)-amino]-methyl}-thiophene-2-carbonyl)-amino]-pentanedioic acid diethyl ester
Conditions | Yield |
---|---|
With diphenyl phosphoryl azide; triethylamine In N,N-dimethyl-formamide for 16h; Ambient temperature; | 95% |
Conditions | Yield |
---|---|
With triethylamine In methanol at 20℃; for 24h; | 95% |
diethyl-L-glutamate hydrochloride
4-[2-(2-amino-4,7-dihydro-4-oxo-1H-pyrrolo[2,3-d]pyrimidin-5-yl )ethyl]benzoic acid
N-[4-[2-(2-amino-4,7-dihydro-4-oxo-1H-pyrrolo[2,3-d]-pyrimidin-5-yl)ethyl]benzoyl]-L-glutamic acid diethyl ester
Conditions | Yield |
---|---|
With 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; sodium hydroxide In ethanol; water at 40℃; for 3h; | 94.5% |
With 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine at 20℃; Condensation; | 62% |
Stage #1: 4-[2-(2-amino-4,7-dihydro-4-oxo-1H-pyrrolo[2,3-d]pyrimidin-5-yl )ethyl]benzoic acid With 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine In N,N-dimethyl-formamide at 20℃; for 2h; Stage #2: diethyl-L-glutamate hydrochloride With 4-methyl-morpholine In N,N-dimethyl-formamide at 20℃; for 3.5h; | 62% |
With 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; 4-methylmorpholine N-oxide In N,N-dimethyl-formamide at 25℃; for 1.5h; Large scale; | |
With 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine In N,N-dimethyl-formamide at 20℃; for 6h; |
phosgene
diethyl-L-glutamate hydrochloride
(S)-(-)-2-isocyanatoglutaric acid diethyl ester
Conditions | Yield |
---|---|
With pyridine In tetrahydrofuran; dichloromethane at 0℃; for 2h; | 94% |
Conditions | Yield |
---|---|
Stage #1: diethyl-L-glutamate hydrochloride; methyl chloroacetate With potassium carbonate; potassium iodide In acetonitrile at 20 - 80℃; Stage #2: benzyl chloride In acetonitrile at 80℃; | 93.5% |
diethyl-L-glutamate hydrochloride
1-bromomethyl-4-nitro-benzene
diethyl N-(p-nitrobenzyl)-L-glutamate
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide for 72h; Ambient temperature; | 92% |
diethyl-L-glutamate hydrochloride
5-Nitroindole-2-carbonyl chloride
Diethyl L-glutamate
Conditions | Yield |
---|---|
With triethylamine In chloroform; ethyl acetate at 20℃; for 0.5h; | 91.9% |
diethyl-L-glutamate hydrochloride
Conditions | Yield |
---|---|
With 4-methyl-morpholine In tetrahydrofuran at 20℃; for 4h; Inert atmosphere; | 91.9% |
3-(N-ethyl-N-{4'-[(4''-nitrophenyl)azo]phenyl}amino)propanoic acid
diethyl-L-glutamate hydrochloride
C26H33N5O7
Conditions | Yield |
---|---|
Stage #1: 3-(N-ethyl-N-{4'-[(4''-nitrophenyl)azo]phenyl}amino)propanoic acid With triethylamine In tetrahydrofuran at 20℃; for 0.0833333h; Inert atmosphere; Stage #2: With chloroformic acid ethyl ester In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere; Stage #3: diethyl-L-glutamate hydrochloride With triethylamine In tetrahydrofuran at 20℃; Inert atmosphere; | 91% |
4-bromo-thiophene-2-carboxylic acid
diethyl-L-glutamate hydrochloride
(S)-2-[(4-bromothiophene-2-carbonyl)amino]pentanedioic acid diethyl ester
Conditions | Yield |
---|---|
Stage #1: 4-bromo-thiophene-2-carboxylic acid With 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine In N,N-dimethyl-formamide at 20℃; for 1.5h; Stage #2: diethyl-L-glutamate hydrochloride With 4-methyl-morpholine In N,N-dimethyl-formamide at 20℃; for 12h; | 91% |
3-bromothiophene-2-carboxylic acid
diethyl-L-glutamate hydrochloride
(S)-2-[(3-bromothiophene-2-carbonyl)amino]pentanedioic acid diethyl ester
Conditions | Yield |
---|---|
Stage #1: 3-bromothiophene-2-carboxylic acid With 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine In N,N-dimethyl-formamide at 20℃; for 1.5h; Stage #2: diethyl-L-glutamate hydrochloride With 4-methyl-morpholine In N,N-dimethyl-formamide at 20℃; for 12h; | 91% |
cis,trans-2,5-dimethoxytetrahydrofuran
diethyl-L-glutamate hydrochloride
(2S)-(-)-diethyl-2-(pyrrol-1-yl)-pentanedioate
Conditions | Yield |
---|---|
In water; 1,2-dichloro-ethane at 80℃; for 2h; | 90% |
In water; 1,2-dichloro-ethane at 80℃; for 0.75h; | 81% |
In water; 1,2-dichloro-ethane at 80℃; for 0.75h; | 81% |
In water; 1,2-dichloro-ethane at 80℃; for 0.833333h; | 80% |
In water at 80℃; for 0.5h; | 62% |
diethyl-L-glutamate hydrochloride
(S)-2-({5-[(2-Methyl-4-oxo-3,4-dihydro-quinazolin-6-ylamino)-methyl]-pyridine-2-carbonyl}-amino)-pentanedioic acid diethyl ester
Conditions | Yield |
---|---|
With diphenyl phosphoryl azide; triethylamine In N,N-dimethyl-formamide for 16h; Ambient temperature; | 90% |
di-tert-butyl dicarbonate
diethyl-L-glutamate hydrochloride
diethyl (tert-butoxycarbonyl)-L-glutamate
Conditions | Yield |
---|---|
With triethylamine In 1,4-dioxane; water at 0 - 55℃; for 15.25h; | 90% |
With triethylamine at 20℃; for 48h; Acylation; | 34% |
With triethylamine; dmap In acetonitrile at 20℃; |
diethyl-L-glutamate hydrochloride
chloro-diphenylphosphine
(S)-N-diphenylphosphinoglutamic acid diethyl ester
Conditions | Yield |
---|---|
With dmap; triethylamine In dichloromethane at 0 - 5℃; for 3h; | 90% |
With triethylamine |
diethyl-L-glutamate hydrochloride
(R,S)-N-[4-[1-ethyl-2-(2,4-diaminofuro[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-L-glutamic acid diethyl ester
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 20℃; for 6h; | 90% |
2-{p-[2'-methoxy-4'-(p-nitrophenylazo)phenylazo]phenoxy}-acetic acid
diethyl-L-glutamate hydrochloride
N-(2-{4-[2'-methoxy-4'-(p-nitrophenylazo)phenylazo]phenoxy}-acetyl)-glutamic acid diethyl ester
Conditions | Yield |
---|---|
Stage #1: 2-{p-[2'-methoxy-4'-(p-nitrophenylazo)phenylazo]phenoxy}-acetic acid With triethylamine In tetrahydrofuran at 20℃; for 0.0833333h; Inert atmosphere; Stage #2: With chloroformic acid ethyl ester In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere; Stage #3: diethyl-L-glutamate hydrochloride With triethylamine In tetrahydrofuran at 0 - 20℃; Inert atmosphere; | 90% |
2-bromothiophene-4-carboxylic acid
diethyl-L-glutamate hydrochloride
(S)-2-[(5-bromothiophene-3-carbonyl)amino]pentanedioic acid diethyl ester
Conditions | Yield |
---|---|
Stage #1: 2-bromothiophene-4-carboxylic acid With 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine In N,N-dimethyl-formamide at 20℃; for 1.5h; Stage #2: diethyl-L-glutamate hydrochloride With 4-methyl-morpholine In N,N-dimethyl-formamide at 20℃; for 12h; | 90% |
2-bromothiophene-3-carboxylic acid
diethyl-L-glutamate hydrochloride
(S)-2-[(2-bromothiophene-3-carbonyl)amino]pentanedioic acid diethyl ester
Conditions | Yield |
---|---|
Stage #1: 2-bromothiophene-3-carboxylic acid With 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine In N,N-dimethyl-formamide at 20℃; for 1.5h; Stage #2: diethyl-L-glutamate hydrochloride With 4-methyl-morpholine In N,N-dimethyl-formamide at 20℃; for 12h; | 90% |
L-Glutamic acid diethyl ester hydrochloride, with the CAS register number 1118-89-4, could also be known to us as diethylester, hydrochloride,l-glutamicaci; diethyll-glutaminatehydrochloride; l-glutamic acid alpha,gamma-diester hydrochloride; l-glutamic acid alpha, gamma-diethyl ester hydrochloride; glutamic acid(oet)-oet hcl; h-glu(oet)-oet hcl ,etc. It is a white crystalline powder and if you need the safety information, you could refer to the WGK Germany 3 to get some. As for its usage, it is uaually used in the organic synthesis and pharmaceutical intermediates. The product categories of this chemical are as below: glutamic acid [glu, e], amino acids and derivatives, amino acid ethyl esters, biochemistry, amino hydrochloride, glutamic acidneurotransmitters, excitatory amino acids, neurotransmitters, peptide synthesis.
Physical properties about L-Glutamic acid diethyl ester hydrochloride are: (1)#H bond acceptors: 5; (2)#H bond donors: 2; (3)#Freely Rotating Bonds: 9; (4)Polar Surface Area: 55.84; (5)Index of Refraction: 1.452; (6)Molar Refractivity: 50.78 cm3; (7)Molar Volume: 188.1 cm3; (8)Polarizability: 20.13 ×10-24cm3; (9)Surface Tension: 37.6 dyne/cm; (10)Density: 1.08 g/cm3; (11)Flash Point: 86.3 °C; (12)Enthalpy of Vaporization: 49.97 kJ/mol; (13)Boiling Point: 262 °C at 760 mmHg; (14)Vapour Pressure: 0.0112 mmHg at 25°C.
You can still convert the following datas into molecular structure:
(1)InChI=1S/C9H17NO4.ClH/c1-3-13-8(11)6-5-7(10)9(12)14-4-2;/h7H,3-6,10H2,1-2H3;1H/t7-;/m0./s1;
(2)InChIKey=WSEQLMQNPBNMSL-FJXQXJEOSA-N;
(3)SmilesO(C(=O)[C@H](CCC(OCC)=O)N)CC.Cl
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intraperitoneal | > 2gm/kg (2000mg/kg) | Pharmaceutical Chemistry Journal Vol. 25, Pg. 246, 1991. |
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