Product Name

  • Name

    N-Boc-L-lysine methyl ester hydrochloride

  • EINECS
  • CAS No. 2389-48-2
  • Density g/cm3
  • Solubility
  • Melting Point 158-159 °C(Solv: methanol (67-56-1); ethyl ether (60-29-7))
  • Formula C12H24 N2 O4 . Cl H
  • Boiling Point 364.6°Cat760mmHg
  • Molecular Weight 296.794
  • Flash Point 174.3°C
  • Transport Information
  • Appearance
  • Safety
    WGK Germany 3
  • Risk Codes
  • Molecular Structure Molecular Structure of 2389-48-2 (N-Boc-L-lysine methyl ester hydrochloride)
  • Hazard Symbols
  • 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
  • PSA 90.65000
  • LogP 3.07490

Synthetic route

N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride
2389-48-2

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

Allyl chloroformate
2937-50-0

Allyl chloroformate

N-α-Alloc-N-ε-Boc-L-lysine methyl ester
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%
N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride
2389-48-2

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

N,N'-bis(N-(carboxymethyl))-N,N'-bis(N-(2-(4-fluorophenyl)ethyl)carboxamidomethyl)benzene-1,3-dicarboxamide
215161-79-8

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

C56H76F2N8O14

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%
N-phenyl-N-methylcarbamoyl chloride
4285-42-1

N-phenyl-N-methylcarbamoyl chloride

N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride
2389-48-2

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

methyl N6-(tert-butoxycarbonyl)-N2-(methyl(phenyl)carbamoyl)-L-lysinate
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%
(S)-N-(tert-butoxycarbonyl)serine
3262-72-4

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

N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride
2389-48-2

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

Boc-Ser-Lys(Boc)-OMe

Boc-Ser-Lys(Boc)-OMe

Conditions
ConditionsYield
With C12H6B2Br4O3 In 1,2-dichloro-ethane at 90℃; for 24h; Molecular sieve; chemoselective reaction;99%
N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride
2389-48-2

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

1-hexadecylcarboxylic acid
57-10-3

1-hexadecylcarboxylic acid

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

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%
N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride
2389-48-2

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

(S)-2-((2S,3R,4S,5R)-2-Benzyloxycarbonylamino-3,4,5,6-tetrahydroxy-hexylamino)-6-tert-butoxycarbonylamino-hexanoic acid methyl ester
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%
N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride
2389-48-2

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

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

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%
N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride
2389-48-2

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

4-(4-oxo-3,4-dihydro-quinazolin-2-yl)-butyric acid
95494-51-2

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

methyl 6-(tert-butoxycarbonylamino)-2-(4-(4-oxo-3,4-dihydroquinazolin-2-yl)butanamido)hexanoate
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%
L-Lactic acid
79-33-4

L-Lactic acid

N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride
2389-48-2

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

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

(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%
Boc-Lys(Boc)-OH
2483-46-7

Boc-Lys(Boc)-OH

N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride
2389-48-2

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

(S)-methyl 2-((S)-2,6-bis((tert-butoxycarbonyl)amino)hexanamido)-6-((tert-butoxycarbonyl)amino)hexanoate
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%
N-Cbz-L-Phe
1161-13-3

N-Cbz-L-Phe

N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride
2389-48-2

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

(S)-methyl 2-((S)-2-(((benzyloxy)carbonyl)amino)-3-phenylpropanamido)-6-((tert-butoxycarbonyl)amino)hexanoate
42362-08-3

(S)-methyl 2-((S)-2-(((benzyloxy)carbonyl)amino)-3-phenylpropanamido)-6-((tert-butoxycarbonyl)amino)hexanoate

Conditions
ConditionsYield
With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 16h;91%
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 16h; Inert atmosphere;90%
Stage #1: N-Cbz-L-Phe With 4-methyl-morpholine In chloroform at -20℃; for 0.25h;
Stage #2: With isobutyl chloroformate In chloroform at -20℃; for 0.166667h;
Stage #3: N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride In chloroform for 0.166667h;
76%
With N-ethylmorpholine;; benzotriazol-1-ol; dicyclohexyl-carbodiimide 1a) DMF, 0 deg C, 1 h, 1b) r.t., 1 h, 2) DMF, r.t., pH 7, 3 d; Yield given. Multistep reaction;
N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride
2389-48-2

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

chloroacetic acid
79-11-8

chloroacetic acid

6-tert-butoxycarbonylamino-2-(2-chloro-acetylamino)-hexanoic acid methyl ester
914468-19-2

6-tert-butoxycarbonylamino-2-(2-chloro-acetylamino)-hexanoic acid methyl ester

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 18h;91%
2-((R)-2'-(3-methylbutoxy)-1,1'-binaphth-2-yloxy)acetic acid

2-((R)-2'-(3-methylbutoxy)-1,1'-binaphth-2-yloxy)acetic acid

N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride
2389-48-2

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

methyl (S)-6-(1,1-dimethylethoxycarbonylamino)-2-((R)-2'-(3-methylbutoxy)-1,1'-binaphthyl-2-oxyacetamido)hexanoate

methyl (S)-6-(1,1-dimethylethoxycarbonylamino)-2-((R)-2'-(3-methylbutoxy)-1,1'-binaphthyl-2-oxyacetamido)hexanoate

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 3h;91%
Z-Leu-OH
2018-66-8

Z-Leu-OH

N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride
2389-48-2

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

methyl 2S-(2S-benzyloxycarbonylamino-4-methylpentanamido)-6-(tert-butoxycarbonylamino)hexanoate
37169-25-8

methyl 2S-(2S-benzyloxycarbonylamino-4-methylpentanamido)-6-(tert-butoxycarbonylamino)hexanoate

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 16h; Inert atmosphere;91%
N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride
2389-48-2

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

N-Benzyloxycarbonyl-L-proline
1148-11-4

N-Benzyloxycarbonyl-L-proline

benzyl 2S-(6-tert-butoxycarbonylamino)-1-(methoxy-1-oxohexan-2S-ylcarbamoyl)pyrrolidine-1-carboxylate
112920-78-2

benzyl 2S-(6-tert-butoxycarbonylamino)-1-(methoxy-1-oxohexan-2S-ylcarbamoyl)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 16h; Inert atmosphere;90%
2-((S)-2'-(3-methylbutoxy)-1,1'-binaphth-2-yloxy)acetic acid

2-((S)-2'-(3-methylbutoxy)-1,1'-binaphth-2-yloxy)acetic acid

N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride
2389-48-2

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

methyl (S)-6-(1,1-dimethylethoxycarbonylamino)-2-((S)-2'-(3-methylbutoxy)-1,1'-binaphthyl-2-oxyacetamido)hexanoate

methyl (S)-6-(1,1-dimethylethoxycarbonylamino)-2-((S)-2'-(3-methylbutoxy)-1,1'-binaphthyl-2-oxyacetamido)hexanoate

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 3h;89%
O-phenyl phosphorodichloridate
770-12-7

O-phenyl phosphorodichloridate

N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride
2389-48-2

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

phenyl-(methoxy-N-Boc-L-lysinyl) phosphorochloridate

phenyl-(methoxy-N-Boc-L-lysinyl) phosphorochloridate

Conditions
ConditionsYield
With triethylamine In dichloromethane at -78 - 20℃; for 1.5h;89%
N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride
2389-48-2

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

3-(4-oxo-3,4-dihydroquinazolin-2-yl)propanoic acid
5368-37-6

3-(4-oxo-3,4-dihydroquinazolin-2-yl)propanoic acid

methyl 6-(tert-butoxycarbonylamino)-2-(3-(4-oxo-3,4-dihydroquinazolin-2-yl)propanamido)hexanoate
1310488-09-5

methyl 6-(tert-butoxycarbonylamino)-2-(3-(4-oxo-3,4-dihydroquinazolin-2-yl)propanamido)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-formamide87%
N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride
2389-48-2

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

protoporphyrin IX
553-12-8

protoporphyrin IX

dimethyl (2S,2'S)-2,2'-{[2,7,12,18-tetramethyl-3,8-divinylporphyrin-13,17-diyl]bis[(1-oxopropane-3,1-diyl)imino]}bis{6[(tert-butoxycarbonyl)amino]hexanoate}

dimethyl (2S,2'S)-2,2'-{[2,7,12,18-tetramethyl-3,8-divinylporphyrin-13,17-diyl]bis[(1-oxopropane-3,1-diyl)imino]}bis{6[(tert-butoxycarbonyl)amino]hexanoate}

Conditions
ConditionsYield
With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 18h; Inert atmosphere; Darkness;87%
4-carboxybenzophenone
611-95-0

4-carboxybenzophenone

N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride
2389-48-2

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

(S)-6-tert-butoxycarbonyl-2-(4-benzoylbenzoylamino)hexanoic acid methyl ester
1188371-91-6

(S)-6-tert-butoxycarbonyl-2-(4-benzoylbenzoylamino)hexanoic acid methyl ester

Conditions
ConditionsYield
With 4-methyl-morpholine; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃;87%
With 4-methyl-morpholine; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃;0.28 g
(S)-2-acetamido-5-(tert-butoxy)-5-oxopentanoic acid

(S)-2-acetamido-5-(tert-butoxy)-5-oxopentanoic acid

N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride
2389-48-2

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

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

methyl (2S,5S)-3,6-diaza-2-[4-(tert-butoxycarbonyl)aminobutyl]-5-[2-(tert-butoxycarbonyl)ethyl]-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℃; for 12h; Inert atmosphere; Sealed tube;87%

N-Boc-L-lysine methyl ester hydrochloride Chemical Properties

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

N-Boc-L-lysine methyl ester hydrochloride Safety Profile

WGK Germany : 3

N-Boc-L-lysine methyl ester hydrochloride Standards and Recommendations

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