Boc-Lys(Z)-OH
Boc-Lys-OH
Conditions | Yield |
---|---|
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
Boc-Lys-OH
Conditions | Yield |
---|---|
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℃; |
Conditions | Yield |
---|---|
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
Boc-Lys-OH
Conditions | Yield |
---|---|
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
A
Boc-Lys(Z)-OH
B
Boc-Lys-OH
Conditions | Yield |
---|---|
With bis(tri-n-butyltin)oxide In toluene at 70℃; for 36h; | A 60% B 10% |
N-(tert-butyloxycarbonyl) azide
N6-[(benzyloxy)carbonyl]-L-lysine
Boc-Lys-OH
Conditions | Yield |
---|---|
(i) aq. NaOH, dioxane, (ii) H2, Pd-C, aq. MeOH; Multistep reaction; |
Boc-Lys(Fmoc)-OH
Boc-Lys-OH
Conditions | Yield |
---|---|
With piperidine; N,N-dimethyl-formamide for 0.05h; |
Nα-(tert-butoxycarbonyl)-Nε-(allyloxycarbonyl)-L-lysine
Boc-Lys-OH
Conditions | Yield |
---|---|
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
A
carbon dioxide
B
4-aminobenzenemethanol
C
Boc-Lys-OH
D
4-nitro-aniline
Conditions | Yield |
---|---|
In water at 25℃; Product distribution; trypsin; |
Boc-Lys-OH
Conditions | Yield |
---|---|
With cyclohexa-1,4-diene; palladium diacetate In N,N-dimethyl-formamide at 30 - 40℃; for 3h; Yield given; |
A
1,2,3-Benzotriazole
B
(S)-2-amino-6-(tert-butoxycarbonylamino)hexanoic acid
C
Boc-Lys-OH
Conditions | Yield |
---|---|
at 140℃; under 0.225023 Torr; for 3h; Product distribution / selectivity; |
L-lysine
tert-butyldicarbonate
A
(S)-2-amino-6-(tert-butoxycarbonylamino)hexanoic acid
B
Boc-Lys-OH
Conditions | Yield |
---|---|
With sodium hydroxide; dmap In tetrahydrofuran; water at 0℃; pH=12; Product distribution / selectivity; |
di-tert-butyl dicarbonate
Boc-Lys-OH
Conditions | Yield |
---|---|
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
Boc-Lys-OH
Conditions | Yield |
---|---|
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
Boc-Lys-OH
Conditions | Yield |
---|---|
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
Boc-Lys-OH
Conditions | Yield |
---|---|
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
Boc-Lys-OH
Conditions | Yield |
---|---|
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
Boc-Lys-OH
Conditions | Yield |
---|---|
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
Boc-Lys-OH
Conditions | Yield |
---|---|
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
Boc-Lys-OH
Conditions | Yield |
---|---|
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
Boc-Lys-OH
Conditions | Yield |
---|---|
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 |
Boc-Lys-OH
Conditions | Yield |
---|---|
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 |
Boc-Lys-OH
Conditions | Yield |
---|---|
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 |
Boc-Lys-OH
Conditions | Yield |
---|---|
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
Boc-Lys-OH
Conditions | Yield |
---|---|
With platinum(IV) oxide; hydrogen In methanol at 20℃; under 760.051 Torr; for 16h; |
(S)-6-acetamido-2-((tertbutoxycarbonyl)amino)hexanoic acid
Boc-Lys-OH
Conditions | Yield |
---|---|
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
Boc-Lys-OH
Conditions | Yield |
---|---|
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 |
Boc-Lys-OH
Conditions | Yield |
---|---|
With water; trypsin In aq. phosphate buffer at 30℃; for 1h; Enzymatic reaction; |
Boc-Lys-OH
2-tolyl isocyanate
2-(S)-<<(tert-butyloxy)carbonyl>amino>-6-(3-o-tolylureido)hexanoic acid
Conditions | Yield |
---|---|
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 |
Conditions | Yield |
---|---|
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
bis(trichloromethyl) carbonate
Boc-Lys-OH
(S)-15-azido-2,2-dimethyl-4,12-dioxo-3,13-dioxa-5,11-diazapentadecane-6-carboxylic acis
Conditions | Yield |
---|---|
With hydrogenchloride; NaOH In tetrahydrofuran | 100% |
Boc-Lys-OH
2-(1-hydroxy-3-methylbutylidene)-5,5-dimethylcyclohexane-1,3-dione
C24H40N2O6
Conditions | Yield |
---|---|
With triethylamine In ethanol Reflux; | 100% |
Boc-Lys-OH
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 20℃; for 10h; | 100% |
Conditions | Yield |
---|---|
With triethylamine In benzene Ambient temperature; | 99% |
With triethylamine In benzene Ambient temperature; | 99% |
With triethylamine In dichloromethane at 60℃; |
2,4-Dinitrofluorobenzene
Boc-Lys-OH
Conditions | Yield |
---|---|
In acetonitrile at 90℃; for 6h; | 99% |
With phosphate buffer In water at 40℃; for 2h; pH=6.9; Arylation; |
methanol
Boc-Lys-OH
lysine methyl ester dihydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride In 1,4-dioxane at 20℃; for 24h; Schlenk technique; Inert atmosphere; | 99% |
Boc-Lys-OH
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
Conditions | Yield |
---|---|
With potassium carbonate In tetrahydrofuran at 20℃; for 72h; | 98.56% |
Boc-Lys-OH
Conditions | Yield |
---|---|
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; dichloromethane | 50% |
Boc-Lys-OH
N-hydroxysuccinimidyl (2S)-3-(tert-butoxy)-2-(tert-butoxycarbonylamino)-propanoate
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 3h; | 98% |
Boc-Lys-OH
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 3h; | 97% |
Conditions | Yield |
---|---|
In methanol for 16h; | 96% |
Boc-Lys-OH
carbonic acid 2,5-dioxo-pyrrolidin-1-yl ester 2-(trimethylsilanyl)-ethyl ester
Nα-(tert-butyloxycarbonyl)-Nε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine
Conditions | Yield |
---|---|
With triethylamine In 1,4-dioxane; water Ambient temperature; | 96% |
2-Chloro-4,6-diamino-1,3,5-triazine
Boc-Lys-OH
(S)-2-((tert-butoxycarbonyl)amino)-6-((4,6-diamino-1,3,5-triazin-2-yl)amino)hexanoic acid
Conditions | Yield |
---|---|
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
Boc-Lys-OH
N2-(tert-butoxycarbonyl)-N6-propionyl-L-lysine
Conditions | Yield |
---|---|
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; |
Boc-Lys-OH
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 20℃; for 30h; Inert atmosphere; | 95% |
Conditions | Yield |
---|---|
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
Boc-Lys-OH
(S)-6-((S)-2,6-bis((tert-butoxycarbonyl)amino)hexanamido)-2-((tert-butoxycarbonyl)amino)hexanoic acid
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In 1,4-dioxane; water for 16h; | 93% |
Boc-Lys-OH
2-(Trimethylsilyl)ethyl 4-nitrophenyl carbonate
Nα-(tert-butyloxycarbonyl)-Nε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine
Conditions | Yield |
---|---|
With sodium carbonate for 48h; Ambient temperature; | 93% |
Boc-Lys-OH
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 20℃; for 24h; Inert atmosphere; | 93% |
Conditions | Yield |
---|---|
With triethylamine In 1,4-dioxane; water for 18h; Cooling with ice; | 93% |
ethyl dithioacetate
Boc-Lys-OH
N2-(tert-butoxycarbonyl)-N6-ethanethioyl-L-lysine
Conditions | Yield |
---|---|
With sodium carbonate In ethanol | 92.4% |
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
Conditions | Yield |
---|---|
With Oxone; silica gel In water for 0.000277778h; Oxidation; microwave irradiation; | 92% |
propargyl chloroformate
Boc-Lys-OH
N2-(tert-butoxycarbonylamino)-N6-[(prop-2-yn-1-yloxy)carbonyl]-L-lysine
Conditions | Yield |
---|---|
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
Boc-Lys-OH
(S)-6-(((1R,2R)-2-azidocyclopentyloxy)carbonylamino)-2-(tert-butoxycarbonylamino)hexanoic acid
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In tetrahydrofuran; water at 0 - 20℃; for 18h; | 92% |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 100℃; for 3h; Inert atmosphere; | 92% |
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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