N,N-dibenzylglycine ethyl ester
glycine ethyl ester hydrochloride
Conditions | Yield |
---|---|
With 1,1,2-trichloroethane; 10% palladium on activated carbon; hydrogen In methanol under 760.051 Torr; for 1h; chemoselective reaction; | 99% |
Conditions | Yield |
---|---|
With thionyl chloride at 25 - 30℃; for 0.583333h; microwave irradiation; | 98% |
With thionyl chloride Reflux; | 97% |
With thionyl chloride at -10 - 20℃; for 2h; Heating / reflux; | 90.4% |
C13H26NO7P
glycine ethyl ester hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride In benzene Ambient temperature; | 91% |
Conditions | Yield |
---|---|
With thionyl chloride In ethanol at -10℃; for 2h; Heating / reflux; | 90.4% |
With thionyl chloride In ethanol for 2h; | 90.4% |
ethanol
2-aminoethanoic acid hydrochloride
glycine ethyl ester hydrochloride
Conditions | Yield |
---|---|
With thionyl chloride at -20℃; for 2h; Reflux; Inert atmosphere; | 90% |
Conditions | Yield |
---|---|
at -5 - 60℃; for 4h; | 85% |
Conditions | Yield |
---|---|
With triphenylphosphine In tetrahydrofuran; water for 12h; Ambient temperature; | 83% |
ethyl chloronitroacetate
glycine ethyl ester hydrochloride
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal In ethanol at 35 - 40℃; | 65.3% |
Conditions | Yield |
---|---|
With ammonium formate; palladium on activated charcoal In methanol for 0.333333h; Ambient temperature; | 64% |
ethanol
ethyl N-(2-diethoxyacetyl)glycinate
A
glycine ethyl ester hydrochloride
B
Ethyl diethoxyacetate
Conditions | Yield |
---|---|
With hydrogenchloride for 3h; Heating; | A 35% B 38% |
With hydrogenchloride for 3h; Product distribution; Heating; | A 35% B 38% |
ethanol
ethoxycarbonylmethyl-hexamethylenetetraminium; chloride
glycine ethyl ester hydrochloride
hydrogenchloride
N-(Benzyloxycarbonyl)glycine
glycine ethyl ester hydrochloride
Conditions | Yield |
---|---|
bei Siedetemperatur; |
hydrogenchloride
N-(Benzyloxycarbonyl)glycine
A
ethyl 2-(benzyloxycarbonylamino)ethanoate
B
glycine ethyl ester hydrochloride
Conditions | Yield |
---|---|
at 0℃; |
N,N-dichloro-glycine ethyl ester
A
hydrogenchloride
B
glycine ethyl ester hydrochloride
Conditions | Yield |
---|---|
Zersetzung; |
hydrogenchloride
ethanol
ethyl acetamidoacetate
A
glycine ethyl ester hydrochloride
B
ethyl acetate
hydrogenchloride
N-(3-azidocarbonyl-propionyl)-glycyl azide
A
glycine ethyl ester hydrochloride
B
succinic acid diethyl ester
Conditions | Yield |
---|---|
With hydrogenchloride at 0℃; |
Carbonyldiimidazole
A
glycine ethyl ester hydrochloride
B
triethylamine
Conditions | Yield |
---|---|
In dichloromethane |
5-(((-4-n-decylphenyl)amino)carbonyl)-3-methoxypyridine-2-carboxylic acid
A
5-(((4-n-Decylphenyl)amino)carbonyl)-3-methoxypyridine-2-carboxylic acid N-(ethoxycarbonylmethyl)amide
B
glycine ethyl ester hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride In tetrahydrofuran |
Diethyl phosphonate
A
glycine ethyl ester hydrochloride
Conditions | Yield |
---|---|
With sodium methylate In methanol |
Z-Leu-ONp
glycine ethyl ester hydrochloride
Benzyloxycarbonylleucyl-glycine ethyl ester
Conditions | Yield |
---|---|
With triethylamine In chloroform at 14℃; for 11h; Condensation; | 100% |
With chloroform; triethylamine |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0℃; for 1h; | 100% |
With triethylamine In dichloromethane at 0℃; for 1h; | 99.4% |
Stage #1: glycine ethyl ester hydrochloride With triethylamine In dichloromethane for 0.166667h; Stage #2: benzoyl chloride In dichloromethane at 20℃; Further stages.; | 74% |
Conditions | Yield |
---|---|
In ethanol; chloroform; water for 4h; Ambient temperature; | 100% |
di-tert-butyl dicarbonate
glycine ethyl ester hydrochloride
ethyl 2-(tert-butoxycarbonylamino)acetate
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 0 - 50℃; | 100% |
With sodium hydrogencarbonate In acetonitrile at 20℃; for 16h; | 99% |
With triethylamine In tetrahydrofuran at 0℃; for 36h; | 98% |
N-Cbz-Ala
glycine ethyl ester hydrochloride
ethyl N-(benzyloxycarbonyl)-L-alanylglycinate
Conditions | Yield |
---|---|
With chloroformic acid ethyl ester In dichloromethane for 0.166667h; Condensation; Heating; | 100% |
With TEA; diphenyl (2,3-dihydro-2-thioxo-3-benzoxazolyl)phosphonate In dichloromethane for 2h; Ambient temperature; | 99% |
Stage #1: N-Cbz-Ala With 1,1'-carbonyldioxydi[2(1H)-pyridone] In dichloromethane at 20℃; Stage #2: glycine ethyl ester hydrochloride With triethylamine In dichloromethane at -18℃; | 99% |
glycine ethyl ester hydrochloride
N,N-Dimethyl-2,4-bis(trifluoroacetyl)-1-naphthylamine
[2,4-Bis-(2,2,2-trifluoro-acetyl)-naphthalen-1-ylamino]-acetic acid ethyl ester
Conditions | Yield |
---|---|
With sodium acetate In water; acetonitrile for 4h; Product distribution; Ambient temperature; other amino acids investigated; | 100% |
With sodium acetate In water; acetonitrile for 4h; Ambient temperature; | 100% |
glycine ethyl ester hydrochloride
N,N-Dimethyl-2,4-bis(trifluoroacetyl)-1-naphthylamine
3-Hydroxy-5-(2,2,2-trifluoro-acetyl)-3-trifluoromethyl-2,3-dihydro-1H-benzo[g]indole-2-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With triethylamine In acetonitrile for 18h; Product distribution; Ambient temperature; other amino acids investigated; | 100% |
With triethylamine In acetonitrile for 18h; Ambient temperature; | 100% |
glycine ethyl ester hydrochloride
benzaldehyde
ethyl N-benzylideneglycinate
Conditions | Yield |
---|---|
Stage #1: glycine ethyl ester hydrochloride With ammonia In dichloromethane; water Stage #2: benzaldehyde With magnesium sulfate In dichloromethane at 20℃; Inert atmosphere; | 100% |
With magnesium sulfate; triethylamine In dichloromethane at 20℃; for 10h; | 98% |
With magnesium sulfate; triethylamine In dichloromethane at 20℃; for 8h; Time; | 94% |
glycine ethyl ester hydrochloride
2,4-Dimethoxybenzaldehyde
ethyl 2-{[(2,4-dimethoxyphenyl)methyl]amino}acetate
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride; triethylamine In 1,2-dichloro-ethane for 17h; | 100% |
With sodium tetrahydroborate; triethylamine In methanol; ethanol for 1h; Ambient temperature; | 59% |
Stage #1: glycine ethyl ester hydrochloride; 2,4-Dimethoxybenzaldehyde With triethylamine In acetonitrile at 20℃; for 1h; Inert atmosphere; Stage #2: With sodium tris(acetoxy)borohydride at 20℃; for 18h; Inert atmosphere; | 49% |
Stage #1: glycine ethyl ester hydrochloride; 2,4-Dimethoxybenzaldehyde With triethylamine In 1,1-dichloroethane for 1h; Stage #2: With water; sodium tris(acetoxy)borohydride In 1,1-dichloroethane for 72h; Stage #3: With sodium hydrogencarbonate In 1,1-dichloroethane; water |
glycine ethyl ester hydrochloride
N-Benzyloxycarbonyl-L-proline
ethyl (N-benzoxycarbonyl-L-prolyl)glycinate
Conditions | Yield |
---|---|
Stage #1: N-Benzyloxycarbonyl-L-proline With 1,1'-carbonyldioxydi[2(1H)-pyridone] In dichloromethane at 20℃; Stage #2: glycine ethyl ester hydrochloride With triethylamine In dichloromethane at -18℃; | 100% |
Stage #1: N-Benzyloxycarbonyl-L-proline With iodine; N-ethyl-N,N-diisopropylamine; phosphorous acid trimethyl ester In ethyl acetate for 0.166667h; Cooling with ice; Inert atmosphere; Stage #2: glycine ethyl ester hydrochloride In ethyl acetate at 20℃; for 6h; Inert atmosphere; Cooling with ice; | 87% |
With 2,6-dimethylpyridine; 1-[(1-(cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholino)]-uronium hexafluorophosphate In tetrahydrofuran; water at 20 - 25℃; Solvent; | 85% |
With N,N'-dicyclopentylcarbodiimide; triethylamine In dichloromethane for 24h; | 62% |
With Lawessons reagent; triethylamine 1.) CH2Cl2, 20 min, room temperature 2.) 0 deg C for 1 h, room temperature for 15 h.; Yield given. Multistep reaction; |
glycine ethyl ester hydrochloride
N,N-dimethyl-5,7-bis(trifluoroacetyl)-8-quinolylamine
Conditions | Yield |
---|---|
With water; sodium acetate In acetonitrile for 6h; Ambient temperature; | 100% |
With sodium acetate In water; acetonitrile at 25℃; for 6h; Substitution; | 100% |
glycine ethyl ester hydrochloride
(2R,3aS,9aR)-2-((Z)-1-Cyano-2-hydroxy-vinyl)-5,5,7,7-tetraisopropyl-tetrahydro-4,6,8-trioxa-1-aza-5,7-disila-cyclopentacyclooctene-1-carboxylic acid tert-butyl ester
(2R,3aS,9aR)-2-[(Z)-1-Cyano-2-(ethoxycarbonylmethyl-amino)-vinyl]-5,5,7,7-tetraisopropyl-tetrahydro-4,6,8-trioxa-1-aza-5,7-disila-cyclopentacyclooctene-1-carboxylic acid tert-butyl ester
Conditions | Yield |
---|---|
With sodium acetate In methanol at 20℃; for 16h; Condensation; | 100% |
5-chloro-2-nitrobenzenesulfonyl chloride
glycine ethyl ester hydrochloride
ethyl 2-(5-chloro-2-nitrobenzenesulfonamido)acetate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane for 2.5h; | 100% |
glycine ethyl ester hydrochloride
N-{3-[(3,5-dimethylphenyl)sulfonyl]-5-chloro-1H-indole-2-carbonyl}-D,L-alanine
N-{3-[(3,5-dimethylphenyl)sulfonyl]-5-chloro-1H-indole-2-carbonyl}-D,L-alanylglycine ethyl ester
Conditions | Yield |
---|---|
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 20℃; for 72h; | 100% |
6-chloronaphth-2-ylsulfonyl chloride
glycine ethyl ester hydrochloride
ethyl 2-[(6-chloronaphthalen-2-ylsulfonyl)amino]acetate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 1h; | 100% |
With hydrogenchloride; triethylamine In hexane; dichloromethane |
Conditions | Yield |
---|---|
Stage #1: glycine ethyl ester hydrochloride With magnesium sulfate; triethylamine In dichloromethane at 20℃; for 0.0833333h; Inert atmosphere; Stage #2: m-Chlorobenzaldehyde In dichloromethane at 20℃; for 16h; Inert atmosphere; | 100% |
With magnesium sulfate; triethylamine In tetrahydrofuran | |
Stage #1: glycine ethyl ester hydrochloride With magnesium sulfate; triethylamine In dichloromethane at 20℃; for 1h; Stage #2: m-Chlorobenzaldehyde In dichloromethane at 20℃; | |
Stage #1: glycine ethyl ester hydrochloride With magnesium sulfate; triethylamine In dichloromethane at 20℃; for 1h; Stage #2: m-Chlorobenzaldehyde In dichloromethane at 20℃; |
Benzyloxyacetyl chloride
glycine ethyl ester hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride; dmap In dichloromethane | 100% |
glycine ethyl ester hydrochloride
Boc-D-Val-Ψ[(Z)CF=CH]-Gly-Gly-OEt
Conditions | Yield |
---|---|
Stage #1: C19H35F2NO3Si With potassium cyanide; 18-crown-6 ether In N,N-dimethyl-formamide at 0℃; Brook rearrangement; Stage #2: glycine ethyl ester hydrochloride With triethylamine In N,N-dimethyl-formamide at 0℃; for 2h; optical yield given as %de; diastereoselective reaction; | 100% |
glycine ethyl ester hydrochloride
methylamine
glycine-N-methylamide hydrochloride
Conditions | Yield |
---|---|
In ethanol at 20℃; for 16h; | 100% |
In ethanol at 20℃; for 16h; | 100% |
In water at 20℃; for 3h; |
2-iodobenzaldehyde
glycine ethyl ester hydrochloride
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride; acetic acid; triethylamine In dichloromethane at 20℃; for 19h; Inert atmosphere; | 100% |
2-(trityloxy)acetic acid
glycine ethyl ester hydrochloride
ethyl (2-trityloxyacetylamino)acetate
Conditions | Yield |
---|---|
With 4-methyl-morpholine; dicyclohexyl-carbodiimide In acetonitrile at 0 - 4℃; for 3.5h; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
Stage #1: glycine ethyl ester hydrochloride With triethylamine In dichloromethane at 20℃; for 0.5h; Inert atmosphere; Stage #2: (E)-3-phenylpropenal In dichloromethane at 20℃; for 3h; Inert atmosphere; | 100% |
With magnesium sulfate; triethylamine In chloroform for 1.83333h; Inert atmosphere; | |
With magnesium sulfate; triethylamine In dichloromethane at 20℃; for 8h; |
8-Methoxy-2-(trifluoromethyl)quinoline-5-carbonyl chloride
glycine ethyl ester hydrochloride
Conditions | Yield |
---|---|
With triethylamine | 100% |
glycine ethyl ester hydrochloride
chloroacetonitrile
ethyl 2-((cyanomethyl)amino)acetate hydrochloride
Conditions | Yield |
---|---|
Stage #1: glycine ethyl ester hydrochloride; chloroacetonitrile With potassium carbonate; sodium iodide In acetonitrile at 80℃; for 18h; Stage #2: With hydrogenchloride In diethyl ether | 100% |
Conditions | Yield |
---|---|
With sodium sulfate; triethylamine In dichloromethane at 0 - 20℃; for 15h; | 100% |
Stage #1: glycine ethyl ester hydrochloride With magnesium sulfate; triethylamine In dichloromethane at 20℃; for 1h; Inert atmosphere; Stage #2: 2,4-dichlorobenzaldeyhde In dichloromethane at 20℃; for 12h; Inert atmosphere; |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at -78 - 20℃; for 2h; Inert atmosphere; | 100% |
glycine ethyl ester hydrochloride
2-methylphenyl aldehyde
(E)-ethyl 2-((2-methylbenzylidene)amino)acetate
Conditions | Yield |
---|---|
Stage #1: glycine ethyl ester hydrochloride With magnesium sulfate; triethylamine In dichloromethane at 20℃; for 0.0833333h; Stage #2: 2-methylphenyl aldehyde In dichloromethane at 20℃; for 16h; | 100% |
Stage #1: glycine ethyl ester hydrochloride With magnesium sulfate; triethylamine In dichloromethane at 20℃; for 0.0833333h; Inert atmosphere; Stage #2: 2-methylphenyl aldehyde In dichloromethane at 20℃; for 16h; Inert atmosphere; | 100% |
Stage #1: glycine ethyl ester hydrochloride With magnesium sulfate; triethylamine In dichloromethane for 0.0833333h; Stage #2: 2-methylphenyl aldehyde In dichloromethane at 20℃; for 16h; | |
Stage #1: glycine ethyl ester hydrochloride With magnesium sulfate; triethylamine In dichloromethane at 20℃; for 0.0833333h; Stage #2: 2-methylphenyl aldehyde In dichloromethane at 20℃; for 16h; |
glycine ethyl ester hydrochloride
Conditions | Yield |
---|---|
With magnesium sulfate; triethylamine In dichloromethane at 20℃; for 16h; | 100% |
With magnesium sulfate; triethylamine | 100% |
Conditions | Yield |
---|---|
Stage #1: glycine ethyl ester hydrochloride With magnesium sulfate; triethylamine In dichloromethane for 0.0833333h; Stage #2: m-bromobenzoic aldehyde In dichloromethane at 20℃; for 16h; | 100% |
Stage #1: glycine ethyl ester hydrochloride With magnesium sulfate; triethylamine In dichloromethane at 20℃; for 0.0833333h; Stage #2: m-bromobenzoic aldehyde In dichloromethane at 20℃; for 16h; | 100% |
glycine ethyl ester hydrochloride
Conditions | Yield |
---|---|
Stage #1: glycine ethyl ester hydrochloride With magnesium sulfate; triethylamine In dichloromethane for 0.0833333h; Stage #2: 1-isopropyl-1H-pyrazole-5-carbaldehyde In dichloromethane at 20℃; for 16h; | 100% |
Stage #1: glycine ethyl ester hydrochloride With magnesium sulfate; triethylamine In dichloromethane at 20℃; for 0.0833333h; Stage #2: 1-isopropyl-1H-pyrazole-5-carbaldehyde In dichloromethane at 20℃; for 16h; | 100% |
Molecular Structure of Glycine ethyl ester hydrochloride (CAS NO.623-33-6):
IUPAC Name: ethyl 2-aminoacetate hydrochloride
Name : Glycine ethyl ester hydrochloride
Molecular Formula : C4H9NO2.HCl; C4H10ClNO2
Molecular Weight : 139.58
CAS Registry Number : 623-33-6
EINECS : 210-787-4
BRN: 3594034
H bond acceptors: 3
H bond donors: 2
Freely Rotating Bonds: 4
Polar Surface Area: 26.3 Å2
Storage temp: Store at RT
Melting point: 145-148 oC
Water solubility: >1000 g/L (20 oC)
Solubility: >1000 g/L (20 °C)
Sensitive: Hygroscopic
Enthalpy of Vaporization: 34.82 kJ/mol
Boiling Point: 109.5 °C at 760 mmHg
Vapour Pressure: 24.7 mmHg at 25°C
InChI
InChI=1/C4H9NO2.ClH/c1-2-7-4(6)3-5;/h2-3,5H2,1H3;1H
Smiles
C(OCC)(C[NH3+])=O.[ClH-]
Product Categories: Food and Feed Additive; Amino Acid Derivatives; Amino Acids; Glycine [Gly, G]; Amino Acids and Derivatives; Amino Acid Ethyl Esters; Amino Acids (C-Protected); Biochemistry; Amino hydrochloride
1. | ipr-mus LD50:750 mg/kg | NTIS** National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD277-689 . |
Reported in EPA TSCA Inventory.
Moderately toxic by intraperitoneal route. When heated to decomposition it emits toxic vapors of NOx, HCl, and Cl−.
Hazard Codes: Xi
Risk Statements: 41
R41:Risk of serious damage to the eyes.
Safety Statements: 26-39-24/25
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S39:Wear eye / face protection.
S24/25:Avoid contact with skin and eyes.
WGK Germany: 3
RTECS: MC0525000
HS Code: 29224995
Glycine ethyl ester hydrochloride , with CAS number of 623-33-6, can be called Glycineethylesterhydrochlor ; Glycocollethylesterhydrochloride ; usafdo-10 ; H-gly-oet HCl ; Glycine ethyl ester ; Glycine ethyl ester HCl ; Glycine ethyl ester hydrochloride ; Glycine-oet HCl .
Glycine ethyl ester hydrochloride (CAS NO.623-33-6) is pesticide and pharmaceutical intermediates, also used in biochemical research. It has been prepared by the action of absolute alcohol and hydrogen chloride on glycine;from glycyl chloride and alcohol;by the action of ammonia or hexamethylenetetramine on chloroacetic acid, and subsequent hydrolysis with alcoholic hydrochloric acid; by the action of hydrogen chloride and alcohol onmethyleneaminoacetonitrile;and by the reduction of ethyl cyanoformate or the corresponding imido ester hydrochloride.
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