Product Name

  • Name

    N-alpha-(tert-Butoxycarbonyl)-L-lysine

  • EINECS 237-303-4
  • CAS No. 13734-28-6
  • Article Data31
  • CAS DataBase
  • Density 1.113 g/cm3
  • Solubility Soluble in water. Slightly soluble in methanol.
  • Melting Point ~205 °C
  • Formula C11H22N2O4
  • Boiling Point 410.5 °C at 760 mmHg
  • Molecular Weight 246.307
  • Flash Point 202 °C
  • Transport Information
  • Appearance white to off-white powder
  • Safety 24/25-36-26
  • Risk Codes 20/21/22-36/37/38
  • Molecular Structure Molecular Structure of 13734-28-6 (N-alpha-(tert-Butoxycarbonyl)-L-lysine)
  • Hazard Symbols HarmfulXn
  • Synonyms N2-((1,1-Dimethylethoxy)carbonyl)-L-lysine;Boc-Lys-OH;(2S)-6-azaniumyl-2-(tert-butoxycarbonylamino)hexanoate;Boc-L-Lys-OH;N-tert-Butoxycarbonyl lysine;N-α-Boc-L-lysine;N-a-(tert.-butoxycarbonyl)-L-lysine;
  • PSA 101.65000
  • LogP 2.18450

Synthetic route

Boc-Lys(Z)-OH
2389-45-9

Boc-Lys(Z)-OH

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

Conditions
ConditionsYield
With ammonium formate; palladium on activated charcoal In methanol for 0.0833333h; Ambient temperature;95%
With magnesium; hydrazinium monoformate In methanol at 25℃; for 0.5h;95%
With palladium on carbon; hydrogen In ethanol at 20℃; under 2172.08 Torr; for 0.5h; Inert atmosphere;78%
Boc-(S)-Lys(2-Cl-Z)-OH
54613-99-9

Boc-(S)-Lys(2-Cl-Z)-OH

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

Conditions
ConditionsYield
With ammonium formate; palladium on activated charcoal In methanol at 20℃; for 0.166667h; Hydrogenolysis;95%
With magnesium; hydrazinium monoformate In methanol at 25℃; for 1.5h;94%
With hydrogen; palladium on activated charcoal In acetic acid at 20℃;
L-lysine
56-87-1

L-lysine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

Conditions
ConditionsYield
With triethylamine In water; acetone at 25℃; for 4.5h;90%
With sodium hydrogencarbonate In water at 25℃; for 13h;89.5%
With sodium hydroxide In isopropyl alcohol Ambient temperature;76.5%
Nα-tert-butoxycarbonyl-Nε-tosyl-L-lysine
13734-29-7

Nα-tert-butoxycarbonyl-Nε-tosyl-L-lysine

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

Conditions
ConditionsYield
With 3-(4,8-dimethoxy-1-naphthyl)-propionic acid; ascorbic acid In ethanol for 2h; Irradiation;79%
N-α-tert-Butyloxycarbonyl-N-ε-carbobenzoxy-L-lysine benzyl ester
77236-13-6

N-α-tert-Butyloxycarbonyl-N-ε-carbobenzoxy-L-lysine benzyl ester

A

Boc-Lys(Z)-OH
2389-45-9

Boc-Lys(Z)-OH

B

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

Conditions
ConditionsYield
With bis(tri-n-butyltin)oxide In toluene at 70℃; for 36h;A 60%
B 10%
N-(tert-butyloxycarbonyl) azide
1070-19-5

N-(tert-butyloxycarbonyl) azide

N6-[(benzyloxy)carbonyl]-L-lysine
1155-64-2

N6-[(benzyloxy)carbonyl]-L-lysine

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

Conditions
ConditionsYield
(i) aq. NaOH, dioxane, (ii) H2, Pd-C, aq. MeOH; Multistep reaction;
Boc-Lys(Fmoc)-OH
84624-27-1

Boc-Lys(Fmoc)-OH

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

Conditions
ConditionsYield
With piperidine; N,N-dimethyl-formamide for 0.05h;
Nα-(tert-butoxycarbonyl)-Nε-(allyloxycarbonyl)-L-lysine
104669-73-0

Nα-(tert-butoxycarbonyl)-Nε-(allyloxycarbonyl)-L-lysine

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

Conditions
ConditionsYield
With tri-n-butyl-tin hydride; bis-triphenylphosphine-palladium(II) chloride In dichloromethane Ambient temperature;95 % Spectr.
α-<(tert-butyloxycarbonyl)lysyl>amido>benzyloxycarbonyl>-p'-nitroanilide
78981-72-3

α-<(tert-butyloxycarbonyl)lysyl>amido>benzyloxycarbonyl>-p'-nitroanilide

A

carbon dioxide
124-38-9

carbon dioxide

B

4-aminobenzenemethanol
623-04-1

4-aminobenzenemethanol

C

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

D

4-nitro-aniline
100-01-6

4-nitro-aniline

Conditions
ConditionsYield
In water at 25℃; Product distribution; trypsin;
Boc-Lys(Z)-OResin

Boc-Lys(Z)-OResin

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

Conditions
ConditionsYield
With cyclohexa-1,4-diene; palladium diacetate In N,N-dimethyl-formamide at 30 - 40℃; for 3h; Yield given;
C6H5N3*2C11H22N2O4

C6H5N3*2C11H22N2O4

A

1,2,3-Benzotriazole
95-14-7

1,2,3-Benzotriazole

B

(S)-2-amino-6-(tert-butoxycarbonylamino)hexanoic acid
2418-95-3

(S)-2-amino-6-(tert-butoxycarbonylamino)hexanoic acid

C

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

Conditions
ConditionsYield
at 140℃; under 0.225023 Torr; for 3h; Product distribution / selectivity;
L-lysine
56-87-1

L-lysine

tert-butyldicarbonate
34619-03-9

tert-butyldicarbonate

A

(S)-2-amino-6-(tert-butoxycarbonylamino)hexanoic acid
2418-95-3

(S)-2-amino-6-(tert-butoxycarbonylamino)hexanoic acid

B

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

Conditions
ConditionsYield
With sodium hydroxide; dmap In tetrahydrofuran; water at 0℃; pH=12; Product distribution / selectivity;
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1N NaOH
2: 79 percent / ascorbic acid, 3-(4,8-dimethoxy-1-naphthyl)-propionic acid / aq. ethanol / 2 h / Irradiation
View Scheme
Multi-step reaction with 2 steps
1: 89 percent / aq. NaOH / 2-methyl-propan-2-ol / Ambient temperature
2: H2 / 5percent Pd/C / methanol; H2O / 24 h / 2585.7 Torr
View Scheme
Multi-step reaction with 9 steps
1: chloro-trimethyl-silane / 14 h / 0 - 20 °C / Inert atmosphere
2: dmap / acetonitrile / 14 h / 20 °C
3: diisobutylaluminium hydride / diethyl ether / 0.83 h / -78 °C
4: methanol; sodium tetrahydroborate / 0.75 h / 0 °C
5: triphenylphosphine; 1H-imidazole; iodine / tetrahydrofuran / 20 °C
6: N,N-dimethyl-formamide / 16 h / 20 °C
7: trifluoroacetic acid / dichloromethane / 0 °C
8: lithium hydroxide / 1,4-dioxane; water / 3 h / 20 °C
9: platinum(IV) oxide; hydrogen / methanol / 16 h / 20 °C / 760.05 Torr
View Scheme
(S)-2-amino-6-(4-methylphenylsulfonamido)hexanoic acid
2130-76-9

(S)-2-amino-6-(4-methylphenylsulfonamido)hexanoic acid

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1N NaOH
2: 79 percent / ascorbic acid, 3-(4,8-dimethoxy-1-naphthyl)-propionic acid / aq. ethanol / 2 h / Irradiation
View Scheme
N6-[(benzyloxy)carbonyl]-L-lysine
1155-64-2

N6-[(benzyloxy)carbonyl]-L-lysine

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 89 percent / aq. NaOH / 2-methyl-propan-2-ol / Ambient temperature
2: H2 / 5percent Pd/C / methanol; H2O / 24 h / 2585.7 Torr
View Scheme
Boc-L-Lys-OGp
227006-27-1

Boc-L-Lys-OGp

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

Conditions
ConditionsYield
With Bacillus cereus recombinant His-tagged alkaline D-peptidase; water; N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid In N,N-dimethyl-formamide at 30℃; pH=8.0; Reactivity; Enzymatic reaction;
L-glutamic acid
56-86-0

L-glutamic acid

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: chloro-trimethyl-silane / 14 h / 0 - 20 °C / Inert atmosphere
2: dmap / acetonitrile / 14 h / 20 °C
3: diisobutylaluminium hydride / diethyl ether / 0.83 h / -78 °C
4: methanol; sodium tetrahydroborate / 0.75 h / 0 °C
5: triphenylphosphine; 1H-imidazole; iodine / tetrahydrofuran / 20 °C
6: N,N-dimethyl-formamide / 16 h / 20 °C
7: trifluoroacetic acid / dichloromethane / 0 °C
8: lithium hydroxide / 1,4-dioxane; water / 3 h / 20 °C
9: platinum(IV) oxide; hydrogen / methanol / 16 h / 20 °C / 760.05 Torr
View Scheme
dimethyl (2S)-2-[(tert-butoxycarbonyl)amino]pentanedioate
59279-60-6, 130622-05-8

dimethyl (2S)-2-[(tert-butoxycarbonyl)amino]pentanedioate

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: dmap / acetonitrile / 14 h / 20 °C
2: diisobutylaluminium hydride / diethyl ether / 0.83 h / -78 °C
3: methanol; sodium tetrahydroborate / 0.75 h / 0 °C
4: triphenylphosphine; 1H-imidazole; iodine / tetrahydrofuran / 20 °C
5: N,N-dimethyl-formamide / 16 h / 20 °C
6: trifluoroacetic acid / dichloromethane / 0 °C
7: lithium hydroxide / 1,4-dioxane; water / 3 h / 20 °C
8: platinum(IV) oxide; hydrogen / methanol / 16 h / 20 °C / 760.05 Torr
View Scheme
(S)-dimethyl 2-(bis(tert-butoxycarbonyl)amino)pentanedioate
206128-03-2

(S)-dimethyl 2-(bis(tert-butoxycarbonyl)amino)pentanedioate

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: diisobutylaluminium hydride / diethyl ether / 0.83 h / -78 °C
2: methanol; sodium tetrahydroborate / 0.75 h / 0 °C
3: triphenylphosphine; 1H-imidazole; iodine / tetrahydrofuran / 20 °C
4: N,N-dimethyl-formamide / 16 h / 20 °C
5: trifluoroacetic acid / dichloromethane / 0 °C
6: lithium hydroxide / 1,4-dioxane; water / 3 h / 20 °C
7: platinum(IV) oxide; hydrogen / methanol / 16 h / 20 °C / 760.05 Torr
View Scheme
methyl (S)-2-N,N-di(tert-butoxycarbonyl)amino-5-oxopentanoate
192314-71-9

methyl (S)-2-N,N-di(tert-butoxycarbonyl)amino-5-oxopentanoate

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: methanol; sodium tetrahydroborate / 0.75 h / 0 °C
2: triphenylphosphine; 1H-imidazole; iodine / tetrahydrofuran / 20 °C
3: N,N-dimethyl-formamide / 16 h / 20 °C
4: trifluoroacetic acid / dichloromethane / 0 °C
5: lithium hydroxide / 1,4-dioxane; water / 3 h / 20 °C
6: platinum(IV) oxide; hydrogen / methanol / 16 h / 20 °C / 760.05 Torr
View Scheme
methyl (2S)-2-{(tert-butoxy)-N-[(tert-butyl)oxycarbonyl]carbonylamino}-5-hydroxypentanoate
367968-06-7

methyl (2S)-2-{(tert-butoxy)-N-[(tert-butyl)oxycarbonyl]carbonylamino}-5-hydroxypentanoate

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: triphenylphosphine; 1H-imidazole; iodine / tetrahydrofuran / 20 °C
2: N,N-dimethyl-formamide / 16 h / 20 °C
3: trifluoroacetic acid / dichloromethane / 0 °C
4: lithium hydroxide / 1,4-dioxane; water / 3 h / 20 °C
5: platinum(IV) oxide; hydrogen / methanol / 16 h / 20 °C / 760.05 Torr
View Scheme
methyl (2S)-2-{(tert-butoxy)-N-[(tert-butyl)oxycarbonyl]carbonylamino}-5-iodopentanoate

methyl (2S)-2-{(tert-butoxy)-N-[(tert-butyl)oxycarbonyl]carbonylamino}-5-iodopentanoate

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: N,N-dimethyl-formamide / 16 h / 20 °C
2: trifluoroacetic acid / dichloromethane / 0 °C
3: lithium hydroxide / 1,4-dioxane; water / 3 h / 20 °C
4: platinum(IV) oxide; hydrogen / methanol / 16 h / 20 °C / 760.05 Torr
View Scheme
(S)-methyl 2-bis(tert-butoxycarbonyl)amino-5-cyanopentanoate

(S)-methyl 2-bis(tert-butoxycarbonyl)amino-5-cyanopentanoate

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: trifluoroacetic acid / dichloromethane / 0 °C
2: lithium hydroxide / 1,4-dioxane; water / 3 h / 20 °C
3: platinum(IV) oxide; hydrogen / methanol / 16 h / 20 °C / 760.05 Torr
View Scheme
(S)-methyl 2-tert-butoxycarbonylamino-5-cyanopentanoate

(S)-methyl 2-tert-butoxycarbonylamino-5-cyanopentanoate

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: lithium hydroxide / 1,4-dioxane; water / 3 h / 20 °C
2: platinum(IV) oxide; hydrogen / methanol / 16 h / 20 °C / 760.05 Torr
View Scheme
(S)-2-tert-butoxycarbonylamino-5-cyanopentanoic acid
291758-39-9

(S)-2-tert-butoxycarbonylamino-5-cyanopentanoic acid

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

Conditions
ConditionsYield
With platinum(IV) oxide; hydrogen In methanol at 20℃; under 760.051 Torr; for 16h;
(S)-6-acetamido-2-((tertbutoxycarbonyl)amino)hexanoic acid
6404-26-8

(S)-6-acetamido-2-((tertbutoxycarbonyl)amino)hexanoic acid

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: pyridine; trichlorophosphate / tetrahydrofuran / 3 h / Cooling with ice
2: C73H93N15O19S2 / aq. phosphate buffer / 1 h / 30 °C / Enzymatic reaction
3: trypsin; water / aq. phosphate buffer / 1 h / 30 °C / Enzymatic reaction
View Scheme
N-(4-methyl-7-coumarinyl)-N-α-(tert-butyloxycarbonyl)-N-ω-acetyl-lysinamide
233691-67-3

N-(4-methyl-7-coumarinyl)-N-α-(tert-butyloxycarbonyl)-N-ω-acetyl-lysinamide

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: C73H93N15O19S2 / aq. phosphate buffer / 1 h / 30 °C / Enzymatic reaction
2: trypsin; water / aq. phosphate buffer / 1 h / 30 °C / Enzymatic reaction
View Scheme
N-(4-methyl-7-coumarinyl)-N-α-(tert-butyloxycarbonyl)-lysinamide

N-(4-methyl-7-coumarinyl)-N-α-(tert-butyloxycarbonyl)-lysinamide

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

Conditions
ConditionsYield
With water; trypsin In aq. phosphate buffer at 30℃; for 1h; Enzymatic reaction;
Boc-Lys-OH
13734-28-6

Boc-Lys-OH

2-tolyl isocyanate
614-68-6

2-tolyl isocyanate

2-(S)-<<(tert-butyloxy)carbonyl>amino>-6-(3-o-tolylureido)hexanoic acid
131451-45-1

2-(S)-<<(tert-butyloxy)carbonyl>amino>-6-(3-o-tolylureido)hexanoic acid

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In ethyl acetate; N,N-dimethyl-formamide for 4h; Ambient temperature;100%
With sodium hydroxide for 3h; Ambient temperature;94%
With sodium hydroxide for 15h;92%
In N,N-dimethyl-formamide Addition;60%
With sodium hydroxide In 1,4-dioxane; water at 0 - 20℃;1.2 g
formaldehyd
50-00-0

formaldehyd

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

N-boc dimethyl-L-lysine
65671-53-6

N-boc dimethyl-L-lysine

Conditions
ConditionsYield
With hydrogen; palladium 10% on activated carbon In water at 25℃; under 2585.81 Torr; for 96h;100%
Stage #1: formaldehyd; Boc-Lys-OH In ethanol; water at 0℃; for 0.166667h;
Stage #2: With sodium cyanoborohydride In ethanol; water at 20℃; for 12h;
71%
2-azidoethanol
1517-05-1

2-azidoethanol

bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

(S)-15-azido-2,2-dimethyl-4,12-dioxo-3,13-dioxa-5,11-diazapentadecane-6-carboxylic acis
1167421-24-0

(S)-15-azido-2,2-dimethyl-4,12-dioxo-3,13-dioxa-5,11-diazapentadecane-6-carboxylic acis

Conditions
ConditionsYield
With hydrogenchloride; NaOH In tetrahydrofuran100%
Boc-Lys-OH
13734-28-6

Boc-Lys-OH

2-(1-hydroxy-3-methylbutylidene)-5,5-dimethylcyclohexane-1,3-dione
172611-72-2

2-(1-hydroxy-3-methylbutylidene)-5,5-dimethylcyclohexane-1,3-dione

C24H40N2O6
862847-44-7

C24H40N2O6

Conditions
ConditionsYield
With triethylamine In ethanol Reflux;100%
bis(2,5-dioxopyrrolidine-1-yl) 5-(3-(3-oxo-1-phenyl-2,7,10-trioxa-4-azadodecane-12-yl)ureido)isophthalate

bis(2,5-dioxopyrrolidine-1-yl) 5-(3-(3-oxo-1-phenyl-2,7,10-trioxa-4-azadodecane-12-yl)ureido)isophthalate

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

(2S,2'S)-6,6'-((5-(3-(3-oxo-1-phenyl-2,7,10-trioxa-4-azadodecane-12-yl)ureido)isophthaloyl)bis(azanediyl))bis(2-((tert-butoxycarbonyl)mino)hexanoic acid)

(2S,2'S)-6,6'-((5-(3-(3-oxo-1-phenyl-2,7,10-trioxa-4-azadodecane-12-yl)ureido)isophthaloyl)bis(azanediyl))bis(2-((tert-butoxycarbonyl)mino)hexanoic acid)

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 20℃; for 10h;100%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

C17H38N2O4Si2
89106-11-6

C17H38N2O4Si2

Conditions
ConditionsYield
With triethylamine In benzene Ambient temperature;99%
With triethylamine In benzene Ambient temperature;99%
With triethylamine In dichloromethane at 60℃;
2,4-Dinitrofluorobenzene
70-34-8

2,4-Dinitrofluorobenzene

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

6-((2,4-dinitrophenyl)amino)-(2S)-2-(((1,1-dimethylmethoxy)carbonyl)amino)hexanoic acid

6-((2,4-dinitrophenyl)amino)-(2S)-2-(((1,1-dimethylmethoxy)carbonyl)amino)hexanoic acid

Conditions
ConditionsYield
In acetonitrile at 90℃; for 6h;99%
With phosphate buffer In water at 40℃; for 2h; pH=6.9; Arylation;
Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane at 20℃; for 24h; Schlenk technique; Inert atmosphere;99%
Boc-Lys-OH
13734-28-6

Boc-Lys-OH

Boc3(K-ε-K)-OSu
51513-74-7

Boc3(K-ε-K)-OSu

(10S,17S,24S)-10,17,24-tris((tert-butoxycarbonyl)amino)-2,2-dimethyl-4,11,18-trioxo-3-oxa-5,12,19-triazapentacosan-25-oic acid
51513-75-8

(10S,17S,24S)-10,17,24-tris((tert-butoxycarbonyl)amino)-2,2-dimethyl-4,11,18-trioxo-3-oxa-5,12,19-triazapentacosan-25-oic acid

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran at 20℃; for 72h;98.56%
Boc-Lys-OH
13734-28-6

Boc-Lys-OH

dicyclohexylammonium N-tert-butyloxycarbonyl-2-amino-6-azidohexanoate

dicyclohexylammonium N-tert-butyloxycarbonyl-2-amino-6-azidohexanoate

Conditions
ConditionsYield
With copper(ll) sulfate pentahydrate; triflic azide; potassium carbonate In methanol; water at 20℃; pH=9.5;98%
With benzotriazol-1-yl-sulfonyl azide; triethylamine In water; acetonitrile at 20℃; for 6h;63%
With triflic azide; potassium carbonate; copper(II) sulfate In methanol; dichloromethane50%
Boc-Lys-OH
13734-28-6

Boc-Lys-OH

N-hydroxysuccinimidyl (2S)-3-(tert-butoxy)-2-(tert-butoxycarbonylamino)-propanoate
75141-72-9

N-hydroxysuccinimidyl (2S)-3-(tert-butoxy)-2-(tert-butoxycarbonylamino)-propanoate

(2S)-2-(tert-butoxycarbonylamino)-6-((2S)-3-(tert-butoxy)-2-(tert-butoxycarbonylamino)-propanamido)-hexanoic acid

(2S)-2-(tert-butoxycarbonylamino)-6-((2S)-3-(tert-butoxy)-2-(tert-butoxycarbonylamino)-propanamido)-hexanoic acid

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 3h;98%
N-hydroxysuccinimidyl (2R,3S)-3-(tert-butoxy)-2-(tert-butoxycarbonyl-amino)-butanoate

N-hydroxysuccinimidyl (2R,3S)-3-(tert-butoxy)-2-(tert-butoxycarbonyl-amino)-butanoate

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

(2S)-2-(tert-butoxycarbonylamino)-6-((2R,3S)-3-(tert-butoxy)-2-(tert-butoxycarbonylamino)-butanamido)-hexanoic acid

(2S)-2-(tert-butoxycarbonylamino)-6-((2R,3S)-3-(tert-butoxy)-2-(tert-butoxycarbonylamino)-butanamido)-hexanoic acid

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 3h;97%
9-phenoxyacridine
2148-14-3

9-phenoxyacridine

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

Nα-Boc Nε-acridin-9-yl lysine
153647-47-3

Nα-Boc Nε-acridin-9-yl lysine

Conditions
ConditionsYield
In methanol for 16h;96%
Boc-Lys-OH
13734-28-6

Boc-Lys-OH

carbonic acid 2,5-dioxo-pyrrolidin-1-yl ester 2-(trimethylsilanyl)-ethyl ester
78269-85-9

carbonic acid 2,5-dioxo-pyrrolidin-1-yl ester 2-(trimethylsilanyl)-ethyl ester

Nα-(tert-butyloxycarbonyl)-Nε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine
85167-76-6

Nα-(tert-butyloxycarbonyl)-Nε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine

Conditions
ConditionsYield
With triethylamine In 1,4-dioxane; water Ambient temperature;96%
2-Chloro-4,6-diamino-1,3,5-triazine
3397-62-4

2-Chloro-4,6-diamino-1,3,5-triazine

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

(S)-2-((tert-butoxycarbonyl)amino)-6-((4,6-diamino-1,3,5-triazin-2-yl)amino)hexanoic acid
1354418-23-7

(S)-2-((tert-butoxycarbonyl)amino)-6-((4,6-diamino-1,3,5-triazin-2-yl)amino)hexanoic acid

Conditions
ConditionsYield
Stage #1: 2-Chloro-4,6-diamino-1,3,5-triazine; Boc-Lys-OH With sodium hydroxide In water at 85℃;
Stage #2: With hydrogenchloride In water at 0℃; pH=5;
95%
propionyl chloride
79-03-8

propionyl chloride

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

N2-(tert-butoxycarbonyl)-N6-propionyl-L-lysine
1416785-82-4

N2-(tert-butoxycarbonyl)-N6-propionyl-L-lysine

Conditions
ConditionsYield
With triethylamine In methanol for 2h;95%
Stage #1: Boc-Lys-OH With chloro-trimethyl-silane; N-ethyl-N,N-diisopropylamine In tetrahydrofuran for 0.05h; Sonication;
Stage #2: propionyl chloride In tetrahydrofuran at 20℃; for 1h;
73%
With sodium hydroxide In tetrahydrofuran; water at 20℃; Cooling with ice; Inert atmosphere;
2,5-dioxopyrrolidin-1-yl (2-(3-methyl-3H-diazirin-3-yl)ethyl) carbonate

2,5-dioxopyrrolidin-1-yl (2-(3-methyl-3H-diazirin-3-yl)ethyl) carbonate

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

2-((tert-butoxycarbonyl)amino)-6-(((2-(3-methyl-3H-diazirin-3-yl)ethoxy)carbonyl)amino)hexanoic acid

2-((tert-butoxycarbonyl)amino)-6-(((2-(3-methyl-3H-diazirin-3-yl)ethoxy)carbonyl)amino)hexanoic acid

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃; for 30h; Inert atmosphere;95%
N-succinimidyl 4-(4’-iodophenyl)butanoate

N-succinimidyl 4-(4’-iodophenyl)butanoate

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

C16H23IN2O3*ClH

C16H23IN2O3*ClH

Conditions
ConditionsYield
Stage #1: N-succinimidyl 4-(4’-iodophenyl)butanoate; Boc-Lys-OH With sodium hydrogencarbonate In tetrahydrofuran; water at 25℃; for 0.25h;
Stage #2: With trifluoroacetic acid In dichloromethane at 25℃; for 0.25h;
95%
N,N'-di-t-butyloxycarbonyl-(S)-lysine N-hydroxysuccinimide ester
30189-36-7

N,N'-di-t-butyloxycarbonyl-(S)-lysine N-hydroxysuccinimide ester

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

(S)-6-((S)-2,6-bis((tert-butoxycarbonyl)amino)hexanamido)-2-((tert-butoxycarbonyl)amino)hexanoic acid
51513-72-5

(S)-6-((S)-2,6-bis((tert-butoxycarbonyl)amino)hexanamido)-2-((tert-butoxycarbonyl)amino)hexanoic acid

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran at 20℃; for 72h;93.91%
In tetrahydrofuran; water at 20℃; for 2h;79%
In tetrahydrofuran; water at 20℃; for 2h;79%
(fluorenylmethoxy)carbonyl chloride
28920-43-6

(fluorenylmethoxy)carbonyl chloride

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

Boc-Lys(Fmoc)-OH
84624-27-1

Boc-Lys(Fmoc)-OH

Conditions
ConditionsYield
With sodium hydrogencarbonate In 1,4-dioxane; water for 16h;93%
Boc-Lys-OH
13734-28-6

Boc-Lys-OH

2-(Trimethylsilyl)ethyl 4-nitrophenyl carbonate
80149-80-0

2-(Trimethylsilyl)ethyl 4-nitrophenyl carbonate

Nα-(tert-butyloxycarbonyl)-Nε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine
85167-76-6

Nα-(tert-butyloxycarbonyl)-Nε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine

Conditions
ConditionsYield
With sodium carbonate for 48h; Ambient temperature;93%
benzo[h]quinolin-2-ylmethyl(2,5-dioxopyrrolidin-1-yl)carbonate

benzo[h]quinolin-2-ylmethyl(2,5-dioxopyrrolidin-1-yl)carbonate

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

(S)-6-(((benzo[h]quinolin-2-ylmethoxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)hexanoic acid

(S)-6-(((benzo[h]quinolin-2-ylmethoxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)hexanoic acid

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃; for 24h; Inert atmosphere;93%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

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

Boc-Lys(Boc)-OH

Conditions
ConditionsYield
With triethylamine In 1,4-dioxane; water for 18h; Cooling with ice;93%
ethyl dithioacetate
870-73-5

ethyl dithioacetate

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

N2-(tert-butoxycarbonyl)-N6-ethanethioyl-L-lysine
1125843-10-8

N2-(tert-butoxycarbonyl)-N6-ethanethioyl-L-lysine

Conditions
ConditionsYield
With sodium carbonate In ethanol92.4%
With sodium carbonate In ethanol; water at 0 - 20℃; for 4h;68%
With sodium carbonate In ethanol; water at 20℃; for 12h;
Boc-Lys-OH
13734-28-6

Boc-Lys-OH

N1-(tert-butyloxycarbonyl)-N6-hydroxy-L-lysine

N1-(tert-butyloxycarbonyl)-N6-hydroxy-L-lysine

Conditions
ConditionsYield
With Oxone; silica gel In water for 0.000277778h; Oxidation; microwave irradiation;92%
propargyl chloroformate
35718-08-2

propargyl chloroformate

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

N2-(tert-butoxycarbonylamino)-N6-[(prop-2-yn-1-yloxy)carbonyl]-L-lysine
1202704-91-3

N2-(tert-butoxycarbonylamino)-N6-[(prop-2-yn-1-yloxy)carbonyl]-L-lysine

Conditions
ConditionsYield
Stage #1: Boc-Lys-OH With sodium hydrogencarbonate; sodium hydroxide In water
Stage #2: propargyl chloroformate In water at 0 - 20℃;
Stage #3: With potassium hydrogensulfate In water pH=2 - 3;
92%
With sodium hydroxide In tetrahydrofuran; water at 0 - 20℃; for 10h;83%
Stage #1: Boc-Lys-OH With sodium hydroxide In tetrahydrofuran at 0℃; for 0.166667h;
Stage #2: propargyl chloroformate In tetrahydrofuran at 25℃;
74%
In tetrahydrofuran; NaOH; ethyl acetate
With sodium hydroxide In tetrahydrofuran at 0 - 20℃; for 14.5h;
(1R,2R)-2-azidocyclopentyl carbonochloridate
1304056-26-5

(1R,2R)-2-azidocyclopentyl carbonochloridate

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

(S)-6-(((1R,2R)-2-azidocyclopentyloxy)carbonylamino)-2-(tert-butoxycarbonylamino)hexanoic acid
1304056-27-6

(S)-6-(((1R,2R)-2-azidocyclopentyloxy)carbonylamino)-2-(tert-butoxycarbonylamino)hexanoic acid

Conditions
ConditionsYield
With sodium hydrogencarbonate In tetrahydrofuran; water at 0 - 20℃; for 18h;92%
C37H21N3O5

C37H21N3O5

Boc-Lys-OH
13734-28-6

Boc-Lys-OH

C48H41N5O8

C48H41N5O8

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 100℃; for 3h; Inert atmosphere;92%

N-Boc-L-Lysine Specification

The Boc-Lys-OH, with the CAS registry number 13734-28-6, is also known as N2-((1,1-Dimethylethoxy)carbonyl)-L-lysine. It belongs to the product categories of Amino Acids; Lysine [Lys, K]; Boc-Amino Acids and Derivative; Amino Acids (N-Protected); Biochemistry; Boc-Amino Acids; Boc-Amino Acid Series. Its EINECS registry number is 237-303-4. This chemical's molecular formula is C11H22N2O4 and molecular weight is 246.30338. Its IUPAC name is called 6-amino-2-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoic acid. This chemical is white to off-white powder.

Physical properties of Boc-Lys-OH: (1)ACD/LogP: 0.74; (2)ACD/LogD (pH 5.5): -1.76; (3)ACD/LogD (pH 7.4): -1.76; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 6; (9)#H bond donors: 4; (10)#Freely Rotating Bonds: 9; (11)Index of Refraction: 1.485; (12)Molar Refractivity: 63.4 cm3; (13)Molar Volume: 221.1 cm3; (14)Surface Tension: 42.8 dyne/cm; (15)Density: 1.113 g/cm3; (16)Flash Point: 202 °C; (17)Enthalpy of Vaporization: 72.72 kJ/mol; (18)Boiling Point: 410.5 °C at 760 mmHg; (19)Vapour Pressure: 6.91E-08 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause damage to health. It is harmful by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing. Finally, you must avoid contacting it with skin and eyes.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC(C)(C)OC(=O)NC(CCCCN)C(=O)O
(2)InChI: InChI=1S/C11H22N2O4/c1-11(2,3)17-10(16)13-8(9(14)15)6-4-5-7-12/h8H,4-7,12H2,1-3H3,(H,13,16)(H,14,15)
(3)InChIKey: DQUHYEDEGRNAFO-UHFFFAOYSA-N

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