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Basic Information
CAS No.: 2389-48-2
Name: N-Boc-L-lysine methyl ester hydrochloride
Molecular Structure:
Molecular Structure of 2389-48-2 (N-Boc-L-lysine methyl ester hydrochloride)
Formula: C12H24 N2 O4 . Cl H
Molecular Weight: 296.794
Synonyms: L-Lysine,N6-[(1,1-dimethylethoxy)carbonyl]-, methyl ester, monohydrochloride (9CI);Lysine, N6-carboxy-, N-tert-butyl methyl ester, monohydrochloride, L-(6CI,7CI,8CI); Methyl (2S)-2-amino-6-[(tert-butoxycarbonyl)amino]hexanoatehydrochloride; Ne-BOC-L-lysinemethyl ester hydrochloride; Ne-tert-Butoxycarbonyllysine methyl ester hydrochloride
Density: g/cm3
Melting Point: 158-159 °C(Solv: methanol (67-56-1); ethyl ether (60-29-7))
Boiling Point: 364.6°Cat760mmHg
Flash Point: 174.3°C
Safety:
WGK Germany 3
PSA: 90.65000
LogP: 3.07490
Synthetic route
2389-48-2

N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride

2937-50-0

Allyl chloroformate

140174-71-6

N-α-Alloc-N-ε-Boc-L-lysine methyl ester

Conditions
ConditionsYield
With pyridine In dichloromethane at 0 - 20℃; for 16h;100%
2389-48-2

N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride

215161-79-8

N,N'-bis(N-(carboxymethyl))-N,N'-bis(N-(2-(4-fluorophenyl)ethyl)carboxamidomethyl)benzene-1,3-dicarboxamide

C56H76F2N8O14

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate In N,N-dimethyl-formamide at 25℃; for 12h; Condensation;99%
4285-42-1

N-phenyl-N-methylcarbamoyl chloride

2389-48-2

N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride

1462366-90-0

methyl N6-(tert-butoxycarbonyl)-N2-(methyl(phenyl)carbamoyl)-L-lysinate

Conditions
ConditionsYield
With triethylamine In acetonitrile for 15h; Reflux;99%
With dmap; triethylamine In 1,2-dimethoxyethane for 2h; Inert atmosphere; Reflux;93%
3262-72-4

(S)-N-(tert-butoxycarbonyl)serine

2389-48-2

N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride

Boc-Ser-Lys(Boc)-OMe

Conditions
ConditionsYield
With C12H6B2Br4O3 In 1,2-dichloro-ethane at 90℃; for 24h; Molecular sieve; chemoselective reaction;99%
2389-48-2

N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride

57-10-3

1-hexadecylcarboxylic acid

N6-(tert-butoxycarbonyl)-N2-hexadecanoyl-L-lysine methyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃; for 22h; Cooling with ice;98%
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃; for 22h; Inert atmosphere;57%
2389-48-2

N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride

315229-51-7

(S)-2-((2S,3R,4S,5R)-2-Benzyloxycarbonylamino-3,4,5,6-tetrahydroxy-hexylamino)-6-tert-butoxycarbonylamino-hexanoic acid methyl ester

Conditions
ConditionsYield
With sodium cyanoborohydride In methanol for 8h; Condensation; reduction; Heating;97%
2389-48-2

N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride

171813-89-1

(2S)-2-acetamido-3-(4-allyloxyphenyl)propanoic acid

methyl (2S,5S)-5-(4-allyloxybenzyl)-3,6-diaza-2-[4-(tert-butoxycarbonyl)aminobutyl]-4,7-dioxooctanoate

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; Sealed tube; Inert atmosphere;94%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 14h; Inert atmosphere; Sealed tube;94%
2389-48-2

N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride

95494-51-2

4-(4-oxo-3,4-dihydro-quinazolin-2-yl)-butyric acid

1310488-10-8

methyl 6-(tert-butoxycarbonylamino)-2-(4-(4-oxo-3,4-dihydroquinazolin-2-yl)butanamido)hexanoate

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; N,N-dimethyl-formamide93%
79-33-4

L-Lactic acid

2389-48-2

N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride

(S)-N-(L)-Lys(Boc)-OMe lactamide

Conditions
ConditionsYield
With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 48.5h;93%
2483-46-7

Boc-Lys(Boc)-OH

2389-48-2

N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride

1350811-87-8

(S)-methyl 2-((S)-2,6-bis((tert-butoxycarbonyl)amino)hexanamido)-6-((tert-butoxycarbonyl)amino)hexanoate

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 3h;92%
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; Cooling with ice;78.1%
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Chemistry

Molecular Formula: C12H25ClN2O4
Formula Weight: 296.79
Synonyms: H-LYS(BOC)-OME HCL;H-LYS(BOC)-OME HYDROCHLORIDE; N-EPSILON-BOC-L-LYSINE METHYL ESTER HYDROCHLORIDE; N-epsilon-t-Butyloxycarbonyl-L-lysine methyl ester hydrochloride; N-EPSILON-T-BOC-L-LYSINE METHYL ESTER HYDROCHLORIDE
Melting Point of H-Lys(Boc)-OMe·HCl (2389-48-2): 155-165 °C
Flash Point of H-Lys(Boc)-OMe·HCl (2389-48-2): 174.3 °C
Boiling Point: 364.6 °C at 760 mmHg 
Vapour Pressure: 1.67E-05 mmHg at 25°
storage temp. : 2-8°C
Appearance: H-Lys(Boc)-OMe·HCl (2389-48-2) is a white powder

Safety Profile

WGK Germany : 3

Standards and Recommendations

Purity (TLC): 98%min.
Specific Rotation: +16±2°(c=1inMeOH)