Product Name

  • Name

    Ethyl 2,6-diaminohexanoate dihydrochloride

  • EINECS 223-340-3
  • CAS No. 3844-53-9
  • Article Data5
  • CAS DataBase
  • Density g/cm3
  • Solubility
  • Melting Point ~150 °C (dec.)
  • Formula C8H18 N2 O2 . 2 Cl H
  • Boiling Point 261.9 °C at 760 mmHg
  • Molecular Weight 247.165
  • Flash Point 97.3 °C
  • Transport Information
  • Appearance White Powder
  • Safety 22-24/25
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 3844-53-9 (Ethyl 2,6-diaminohexanoate dihydrochloride)
  • Hazard Symbols 36/37/38:;
  • Synonyms L-Lysine,ethyl ester, dihydrochloride (9CI); Lysine, ethyl ester, dihydrochloride, L-(7CI,8CI); Lysine ethyl ester dihydrochloride; NSC 162742
  • PSA 78.34000
  • LogP 3.01040

Synthetic route

ethanol
64-17-5

ethanol

L-Lysine hydrochloride
657-27-2, 10098-89-2

L-Lysine hydrochloride

L-lysine ethyl ester dihydrochloride
3844-53-9

L-lysine ethyl ester dihydrochloride

Conditions
ConditionsYield
With thionyl chloride Reflux;87%
With thionyl chloride at -10℃; for 6h; Reflux;87%
With hydrogenchloride at 70℃; for 5h;
ethanol
64-17-5

ethanol

L-lysine-dihydrochloride

L-lysine-dihydrochloride

L-lysine ethyl ester dihydrochloride
3844-53-9

L-lysine ethyl ester dihydrochloride

Conditions
ConditionsYield
With hydrogenchloride
C11H15N2O5PolS

C11H15N2O5PolS

L-lysine ethyl ester dihydrochloride
3844-53-9

L-lysine ethyl ester dihydrochloride

C22H38N4O6Pol2S2

C22H38N4O6Pol2S2

Conditions
ConditionsYield
Stage #1: C11H15N2O5PolS With benzotriazol-1-ol; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 3h;
Stage #2: L-lysine ethyl ester dihydrochloride With dmap In dichloromethane at 20℃; for 42h;
94%
L-lysine ethyl ester dihydrochloride
3844-53-9

L-lysine ethyl ester dihydrochloride

trityl chloride
76-83-5

trityl chloride

ethyl 2-amino-6-(tritylamino)hexanoate

ethyl 2-amino-6-(tritylamino)hexanoate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 6h;88.8%
2,3-dimethoxybenzoic acid
1521-38-6

2,3-dimethoxybenzoic acid

L-lysine ethyl ester dihydrochloride
3844-53-9

L-lysine ethyl ester dihydrochloride

ethyl N2,N6-bis(2,3-dimethoxybenzoyl)-L-lysinate

ethyl N2,N6-bis(2,3-dimethoxybenzoyl)-L-lysinate

Conditions
ConditionsYield
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 16h; Inert atmosphere;85%
L-lysine ethyl ester dihydrochloride
3844-53-9

L-lysine ethyl ester dihydrochloride

trimellitic Anhydride
552-30-7

trimellitic Anhydride

C26H22N2O10
1281900-48-8

C26H22N2O10

Conditions
ConditionsYield
With pyridine; acetic acid at 20℃; for 6h; Reflux;79%
With pyridine; acetic acid for 8h; Reflux;
2-(2-methoxyethoxy)acetic acid
16024-56-9

2-(2-methoxyethoxy)acetic acid

L-lysine ethyl ester dihydrochloride
3844-53-9

L-lysine ethyl ester dihydrochloride

di-(2-methoxyethoxyacetyl)-L-lysine ethyl ester

di-(2-methoxyethoxyacetyl)-L-lysine ethyl ester

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; Cooling with ice;77.8%
L-lysine ethyl ester dihydrochloride
3844-53-9

L-lysine ethyl ester dihydrochloride

geldanmycin
30562-34-6

geldanmycin

(S)-ethyl 2-amino-6-(((4E,6Z,8S,9S,10E,12S,13R,14S,16R)-9-(carbamoyloxy)-13-hydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-19-yl)amino)hexanoate

(S)-ethyl 2-amino-6-(((4E,6Z,8S,9S,10E,12S,13R,14S,16R)-9-(carbamoyloxy)-13-hydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-19-yl)amino)hexanoate

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran; methanol at 60℃;74.1%
L-lysine ethyl ester dihydrochloride
3844-53-9

L-lysine ethyl ester dihydrochloride

2-methyl-5-nitroimidazole-1-acetic acid
1010-93-1

2-methyl-5-nitroimidazole-1-acetic acid

ethyl 2,6-bis(2-(2-methyl-5-nitro-1H-imidazol-1-yl)acetamido)hexanoate

ethyl 2,6-bis(2-(2-methyl-5-nitro-1H-imidazol-1-yl)acetamido)hexanoate

Conditions
ConditionsYield
Stage #1: 2-methyl-5-nitroimidazole-1-acetic acid With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide for 0.25h; Inert atmosphere;
Stage #2: L-lysine ethyl ester dihydrochloride With triethylamine In N,N-dimethyl-formamide Inert atmosphere;
69%
C29H51NO15

C29H51NO15

L-lysine ethyl ester dihydrochloride
3844-53-9

L-lysine ethyl ester dihydrochloride

C52H102N2O26
870821-07-1

C52H102N2O26

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 20℃;66%
formaldehyd
50-00-0

formaldehyd

2-sulfanylidene-6-(trifluoromethyl)-2,3-dihydropyrimidin-4(1H)-one
368-54-7

2-sulfanylidene-6-(trifluoromethyl)-2,3-dihydropyrimidin-4(1H)-one

L-lysine ethyl ester dihydrochloride
3844-53-9

L-lysine ethyl ester dihydrochloride

ethyl (2S)-2,6-bis(6-oxo-8-(trifluoromethyl)-3,4-dihydro-2,6-pyrimido[2,1-b][1,3,5]thiadiazin-3(2H,3H,4H,6H)-yl)hexanoate

ethyl (2S)-2,6-bis(6-oxo-8-(trifluoromethyl)-3,4-dihydro-2,6-pyrimido[2,1-b][1,3,5]thiadiazin-3(2H,3H,4H,6H)-yl)hexanoate

Conditions
ConditionsYield
In water; acetonitrile at 20℃;51%
In water; acetonitrile at 20℃; Mannich Aminomethylation; regiospecific reaction;51%
[(2R,3R,4R)-3,4-diacetoxy-5-[2-oxo-4-(1,2,4-triazol-1-yl)pyrimidin-1-yl]tetrahydrofuran-2-yl]methyl acetate
82913-19-7

[(2R,3R,4R)-3,4-diacetoxy-5-[2-oxo-4-(1,2,4-triazol-1-yl)pyrimidin-1-yl]tetrahydrofuran-2-yl]methyl acetate

L-lysine ethyl ester dihydrochloride
3844-53-9

L-lysine ethyl ester dihydrochloride

4-[((1S)-1-amino-1-ethoxycarbonyl)pentyl]amino-1-(β-D-2,3,5-tri-O-acetylribofuranosyl)pyrimidine-2(1H)-one

4-[((1S)-1-amino-1-ethoxycarbonyl)pentyl]amino-1-(β-D-2,3,5-tri-O-acetylribofuranosyl)pyrimidine-2(1H)-one

Conditions
ConditionsYield
With triethylamine In acetonitrile42.3%
L-lysine ethyl ester dihydrochloride
3844-53-9

L-lysine ethyl ester dihydrochloride

1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-4-(1,2,4-triazol-1-yl)pyrimidin-2(1H)-one
136112-90-8

1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-4-(1,2,4-triazol-1-yl)pyrimidin-2(1H)-one

4-[((1S)-1-amino-1-ethoxycarbonyl)pentyl]amino-1-(β-D-2,3,5-tri-O-benzoylribofuranosyl)pyrimidine-2(1H)-one

4-[((1S)-1-amino-1-ethoxycarbonyl)pentyl]amino-1-(β-D-2,3,5-tri-O-benzoylribofuranosyl)pyrimidine-2(1H)-one

Conditions
ConditionsYield
With triethylamine In acetonitrile40.8%
formaldehyd
50-00-0

formaldehyd

m-xylylene diisocyanide
188540-42-3

m-xylylene diisocyanide

Boc-Glu(OBzl)-OH
13574-13-5

Boc-Glu(OBzl)-OH

L-lysine ethyl ester dihydrochloride
3844-53-9

L-lysine ethyl ester dihydrochloride

C54H72N6O14
1034473-44-3

C54H72N6O14

Conditions
ConditionsYield
Stage #1: formaldehyd; L-lysine ethyl ester dihydrochloride In methanol at 20℃; for 2h; Ugi type macrocyclization;
Stage #2: Boc-Glu(OBzl)-OH In methanol for 0.5h; Ugi type macrocyclization;
Stage #3: m-xylylene diisocyanide In methanol Ugi type macrocyclization;
40%
L-lysine ethyl ester dihydrochloride
3844-53-9

L-lysine ethyl ester dihydrochloride

3-formylrifamycin SV
13292-22-3

3-formylrifamycin SV

C46H65N3O14

C46H65N3O14

Conditions
ConditionsYield
Stage #1: 3-formylrifamycin SV With hydrogenchloride In ethanol; dichloromethane
Stage #2: L-lysine ethyl ester dihydrochloride With potassium hydroxide In methanol; ethanol; dichloromethane at 40℃; for 0.5h;
Stage #3: With sodium cyanoborohydride In methanol; ethanol; dichloromethane at 20℃; for 1h;
33%
2-fluoro-1-methoxy-4-nitrobenzene
455-93-6

2-fluoro-1-methoxy-4-nitrobenzene

L-lysine ethyl ester dihydrochloride
3844-53-9

L-lysine ethyl ester dihydrochloride

A

5-nitroguaiacol
636-93-1

5-nitroguaiacol

B

2-(2-methoxy-5-nitrophenyl)amino-ε-caprolactame
124431-94-3

2-(2-methoxy-5-nitrophenyl)amino-ε-caprolactame

Conditions
ConditionsYield
In acetonitrile for 4h; Ambient temperature; Irradiation; pH=10;A 22%
B 6%
L-lysine ethyl ester dihydrochloride
3844-53-9

L-lysine ethyl ester dihydrochloride

copper(II) o-hydroxybenzoate
3890-90-2

copper(II) o-hydroxybenzoate

Nα,Nε-disalicylidene-L-lysine ethyl ester; copper (II)-salt

Nα,Nε-disalicylidene-L-lysine ethyl ester; copper (II)-salt

Conditions
ConditionsYield
With ethanol; sodium acetate
10-undecenoic acid
112-38-9

10-undecenoic acid

L-lysine ethyl ester dihydrochloride
3844-53-9

L-lysine ethyl ester dihydrochloride

N,N'-Bis-(10-undecenoyl)-L-lysinethylester
61796-85-8

N,N'-Bis-(10-undecenoyl)-L-lysinethylester

Conditions
ConditionsYield
(i) ClCO2Et, Et3N, (ii) /BRN= 3697099/; Multistep reaction;
(i) Et3N, DMF, (ii) ClCO2Et, (iii) /BRN= 3697099/; Multistep reaction;
tert-Butyl 4-nitrophenyl carbonate
13303-10-1

tert-Butyl 4-nitrophenyl carbonate

L-lysine ethyl ester dihydrochloride
3844-53-9

L-lysine ethyl ester dihydrochloride

Nα,Nε-Di-tert.-butyloxycarbonyl-L-lysin-ethylester
99872-16-9

Nα,Nε-Di-tert.-butyloxycarbonyl-L-lysin-ethylester

Conditions
ConditionsYield
With pyridine
L-lysine ethyl ester dihydrochloride
3844-53-9

L-lysine ethyl ester dihydrochloride

n-decanoyl chloride
112-13-0

n-decanoyl chloride

N,N'-Bis-(decanoyl)-L-lysinethylester
61796-82-5

N,N'-Bis-(decanoyl)-L-lysinethylester

Conditions
ConditionsYield
With triethylamine
With triethylamine In N,N-dimethyl-formamide
L-lysine ethyl ester dihydrochloride
3844-53-9

L-lysine ethyl ester dihydrochloride

A

lysine tetrapeptide
997-20-6

lysine tetrapeptide

B

poly(L-lysine), 5-mer
19431-21-1

poly(L-lysine), 5-mer

C

L-lysine
56-87-1

L-lysine

D

dilysine
13184-13-9

dilysine

E

Lys-Lys-Lys
13184-14-0

Lys-Lys-Lys

F

hexalysine
554-38-1

hexalysine

Conditions
ConditionsYield
multistep reaction; 1.) trypsin, Na2CO3 buffer pH 10.0, 25 deg C, 2.) NaOH, 60 deg C, 15 min; trypsin-catalyzed oligomerization of L-lysine esters, pH-dependence, reaction rate, kinetics, effect of NaCl; other L-lysin alkyl esters, enzyme or amino acids;
L-lysine ethyl ester dihydrochloride
3844-53-9

L-lysine ethyl ester dihydrochloride

A

lysine tetrapeptide
997-20-6

lysine tetrapeptide

B

poly(L-lysine), 5-mer
19431-21-1

poly(L-lysine), 5-mer

C

Lys-Lys-Lys
13184-14-0

Lys-Lys-Lys

D

lysine peptide K8
21743-34-0

lysine peptide K8

Conditions
ConditionsYield
With sodium hydroxide 1.) trypsin, sodium carbonate buffer pH 10.0, 25 deg C, 1 h, 2.) 60 deg C, 15 min; Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given;
L-lysine ethyl ester dihydrochloride
3844-53-9

L-lysine ethyl ester dihydrochloride

A

lysine tetrapeptide
997-20-6

lysine tetrapeptide

B

poly(L-lysine), 5-mer
19431-21-1

poly(L-lysine), 5-mer

C

Lys-Lys-Lys
13184-14-0

Lys-Lys-Lys

D

hexalysine
554-38-1

hexalysine

Conditions
ConditionsYield
With sodium hydroxide 1.) trypsin, sodium carbonate buffer pH 10.0, 25 deg C, 1 h, 2.) 60 deg C, 15 min; Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given;
L-lysine ethyl ester dihydrochloride
3844-53-9

L-lysine ethyl ester dihydrochloride

A

lysine tetrapeptide
997-20-6

lysine tetrapeptide

B

poly(L-lysine), 5-mer
19431-21-1

poly(L-lysine), 5-mer

C

Lys-Lys-Lys
13184-14-0

Lys-Lys-Lys

D

(Lys)7
7532-36-7

(Lys)7

Conditions
ConditionsYield
With sodium hydroxide 1.) trypsin, sodium carbonate buffer pH 10.0, 25 deg C, 1 h, 2.) 60 deg C, 15 min; Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given;
L-lysine ethyl ester dihydrochloride
3844-53-9

L-lysine ethyl ester dihydrochloride

A

lysine tetrapeptide
997-20-6

lysine tetrapeptide

B

L-lysine
56-87-1

L-lysine

C

dilysine
13184-13-9

dilysine

D

Lys-Lys-Lys
13184-14-0

Lys-Lys-Lys

Conditions
ConditionsYield
With sodium hydroxide 1.) trypsin, sodium carbonate buffer pH 10.0, 25 deg C, 3 h, 2.) 60 deg C, 15 min; Yield given. Multistep reaction. Yields of byproduct given;
L-lysine ethyl ester dihydrochloride
3844-53-9

L-lysine ethyl ester dihydrochloride

A

L-lysine
56-87-1

L-lysine

B

dilysine
13184-13-9

dilysine

C

Lys-Lys-Lys
13184-14-0

Lys-Lys-Lys

Conditions
ConditionsYield
With sodium hydroxide 1.) trypsin, sodium carbonate buffer pH 10.0, 25 deg C, 24 h, 2.) 60 deg C, 15 min; Yield given. Multistep reaction. Yields of byproduct given;
L-lysine ethyl ester dihydrochloride
3844-53-9

L-lysine ethyl ester dihydrochloride

benzyl chloroformate
501-53-1

benzyl chloroformate

Nα,Nξ-di-Cbz-L-lysine ethyl ester
83173-67-5

Nα,Nξ-di-Cbz-L-lysine ethyl ester

Conditions
ConditionsYield
With potassium carbonate In water for 20h;14.00 g
L-lysine ethyl ester dihydrochloride
3844-53-9

L-lysine ethyl ester dihydrochloride

Nα,Nε-bis(benzyloxycarbonyl)-D-lysinal
138207-66-6

Nα,Nε-bis(benzyloxycarbonyl)-D-lysinal

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 14.00 g / K2CO3 / H2O / 20 h
2: 89 percent / CaCl2, NaBH4 / tetrahydrofuran; ethanol / 20 h / 0 - 20 °C
3: 1.) DMSO, COCl2, 2.) Et3N / 1.) CH2Cl2, -63 deg C, 20 min, 2.) CH2Cl2, -63 deg C, 20 min
View Scheme
L-lysine ethyl ester dihydrochloride
3844-53-9

L-lysine ethyl ester dihydrochloride

N,N-bis-Cbz-L-lysinol
137649-64-0

N,N-bis-Cbz-L-lysinol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 14.00 g / K2CO3 / H2O / 20 h
2: 89 percent / CaCl2, NaBH4 / tetrahydrofuran; ethanol / 20 h / 0 - 20 °C
View Scheme
L-lysine ethyl ester dihydrochloride
3844-53-9

L-lysine ethyl ester dihydrochloride

(1R,2R,3S)-1-cyclohexyl-3,7-bisheptane-1,2-diol

(1R,2R,3S)-1-cyclohexyl-3,7-bisheptane-1,2-diol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 14.00 g / K2CO3 / H2O / 20 h
2: 89 percent / CaCl2, NaBH4 / tetrahydrofuran; ethanol / 20 h / 0 - 20 °C
3: 1.) DMSO, COCl2, 2.) Et3N / 1.) CH2Cl2, -63 deg C, 20 min, 2.) CH2Cl2, -63 deg C, 20 min
View Scheme

Ethyl 2,6-diaminohexanoate dihydrochloride Chemical Properties

Molecular Formula :C8H20Cl2N2O2
Molecular Weight 247.1
Purity >98.0%
Appearance White powder
Melting point: ~150 °C (dec.)
Storage temp:-20°C
Sensitive  Hygroscopic

Ethyl 2,6-diaminohexanoate dihydrochloride Toxicity Data With Reference

H-Lys-OEt-2HCl is irritate to skin and mucous membrane.And H-Lys-OEt-2HCl can  induce breathing disorders.

Ethyl 2,6-diaminohexanoate dihydrochloride Safety Profile

Risk Statements  36/37/38
Safety Statements  22-24/25
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