di-tert-butyl dicarbonate
L-Lysine hydrochloride
Boc-Lys(Boc)-OH
Conditions | Yield |
---|---|
With sodium hydroxide In 1,4-dioxane; water at 20℃; | 100% |
With sodium hydroxide In 1,4-dioxane; water at 10 - 20℃; for 20h; pH=7.05 - 10; | 92% |
Stage #1: di-tert-butyl dicarbonate; L-Lysine hydrochloride With sodium hydrogencarbonate In tetrahydrofuran; water at 0 - 20℃; for 12h; Stage #2: di-tert-butyl dicarbonate In tetrahydrofuran; water at 0 - 20℃; for 12h; | 90% |
Boc-Lys(Boc)-OH
Conditions | Yield |
---|---|
With potassium hydrogensulfate In diethyl ether; water for 0.333333h; Product distribution / selectivity; | 100% |
With citric acid In water; ethyl acetate at 0℃; for 0.5h; | 97% |
With water In ethyl acetate | |
With hydrogenchloride In water; ethyl acetate |
Conditions | Yield |
---|---|
With sodium hydroxide In 1,4-dioxane | 97% |
With sodium hydrogencarbonate In tetrahydrofuran; water at 30℃; for 24h; Inert atmosphere; | 92% |
With sodium hydroxide In 1,4-dioxane; water at 20℃; for 12h; | 92% |
Conditions | Yield |
---|---|
With triethylamine In 1,4-dioxane; water for 18h; Cooling with ice; | 93% |
di-tert-butyl dicarbonate
(S)-2-amino-6-(tert-butoxycarbonylamino)hexanoic acid
Boc-Lys(Boc)-OH
Conditions | Yield |
---|---|
With sodium hydroxide In water; tert-butyl alcohol at 20 - 40℃; for 16h; | 82% |
Stage #1: di-tert-butyl dicarbonate; (S)-2-amino-6-(tert-butoxycarbonylamino)hexanoic acid With sodium hydroxide In tetrahydrofuran; water at 20℃; for 6h; pH=9 - 11; Stage #2: With citric acid In water pH=4 - 5; |
N-(tert-butyloxycarbonyl) azide
L-Lysine hydrochloride
Boc-Lys(Boc)-OH
Conditions | Yield |
---|---|
With sodium carbonate |
Conditions | Yield |
---|---|
With sodium hydroxide In N,N-dimethyl-formamide |
Conditions | Yield |
---|---|
With sodium hydroxide In tert-butyl alcohol | |
With triethylamine |
1,1-dimethylethyl 2,4,5-trichlorophenyl carbonate
L-Lysine hydrochloride
Boc-Lys(Boc)-OH
Conditions | Yield |
---|---|
With triethylamine In water; butan-1-ol |
Nα,Nε-Di-tert.-butyloxycarbonyl-L-lysin-ethylester
Boc-Lys(Boc)-OH
Conditions | Yield |
---|---|
With sodium hydroxide |
tert-Butyl 4-nitrophenyl carbonate
Boc-Lys(Boc)-OH
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: Py 2: aq. NaOH View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: Py 2: aq. NaOH View Scheme |
di-tert-butyl dicarbonate
Boc-Lys(Boc)-OH
Conditions | Yield |
---|---|
Stage #1: L-Lysine hydrochloride With water at 35℃; Stage #2: di-tert-butyl dicarbonate With sodium hydroxide In water at 30 - 50℃; for 2h; pH=> 8; |
Conditions | Yield |
---|---|
With Cu(II)(2,6-bis(6-monoamino-β-cyclodextrinmethyl)pyridine) In acetonitrile at 25℃; pH=8.2; Kinetics; Reagent/catalyst; |
di(succinimido) carbonate
Boc-Lys(Boc)-OH
N,N'-di-t-butyloxycarbonyl-(S)-lysine N-hydroxysuccinimide ester
Conditions | Yield |
---|---|
With pyridine | 100% |
2,3,4,5,6-pentafluorophenol
Boc-Lys(Boc)-OH
pentafluorophenyl N-α-N-ε-di-Boc-L-lysinate
Conditions | Yield |
---|---|
With dicyclohexyl-carbodiimide In ethyl acetate at 20℃; for 1h; | 100% |
With dicyclohexyl-carbodiimide In dichloromethane at 25℃; | 92% |
With dicyclohexyl-carbodiimide In 1,4-dioxane for 2h; | 86.5% |
With dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 1.75h; |
Boc-Lys(Boc)-OH
N-hydroxysuccinimido diphenyl phosphate
N,N'-di-t-butyloxycarbonyl-(S)-lysine N-hydroxysuccinimide ester
Conditions | Yield |
---|---|
With pyridine | 100% |
Conditions | Yield |
---|---|
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol at 20℃; for 1h; Acylation; | 100% |
Boc-Lys(Boc)-OH
Conditions | Yield |
---|---|
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol at 20℃; for 1h; Acylation; | 100% |
Conditions | Yield |
---|---|
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 2.5h; | 100% |
Conditions | Yield |
---|---|
With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane at 0 - 20℃; | 100% |
With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane at 0 - 20℃; | 0.270 g |
Conditions | Yield |
---|---|
With hydrogenchloride In 1,4-dioxane; methanol at 20℃; for 24h; | 100% |
Boc-Lys(Boc)-OH
2,6-Dichlor-N-phenylbenzimidchlorid
Nα,Nε-Bis(tert-butoxycarbonyl)-N-(2,6-dichlorbenzoyl)-N-phenyl-L-lysinamid
Conditions | Yield |
---|---|
With triethylamine In acetone for 4h; Ambient temperature; | 99% |
1-hydroxy-pyrrolidine-2,5-dione
Boc-Lys(Boc)-OH
N,N'-di-t-butyloxycarbonyl-(S)-lysine N-hydroxysuccinimide ester
Conditions | Yield |
---|---|
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; Inert atmosphere; | 99% |
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; | 88% |
With dicyclohexyl-carbodiimide In tetrahydrofuran | 86% |
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 0 - 20℃; for 14.5h; Inert atmosphere; | 99% |
Boc-Lys(Boc)-OH
N-decyl-1-aminomethylnaphthalene hydrochloride
1-(N-(Nα,Nε-di-Boc-Lys)-N-decylamino)methylnaphthalene
Conditions | Yield |
---|---|
Stage #1: Boc-Lys(Boc)-OH With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In chloroform; N,N-dimethyl-formamide at 0℃; for 0.0833333h; Stage #2: N-decyl-1-aminomethylnaphthalene hydrochloride In chloroform; N,N-dimethyl-formamide at 0 - 20℃; for 24.5h; | 98% |
Boc-Lys(Boc)-OH
Conditions | Yield |
---|---|
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℃; for 1.5h; Inert atmosphere; | 98% |
Boc-Lys(Boc)-OH
methyl iodide
(+)-(S)-N2,N6-bis[(1,1-dimethylethoxy)carbonyl]-lysine methyl ester
Conditions | Yield |
---|---|
With potassium carbonate In ethyl acetate; N,N-dimethyl-formamide at 10 - 20℃; for 5h; Inert atmosphere; | 97% |
Stage #1: Boc-Lys(Boc)-OH With caesium carbonate In tetrahydrofuran; water Stage #2: methyl iodide In N,N-dimethyl-formamide for 2h; | 65% |
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 2h; | 3 g |
Boc-Lys(Boc)-OH
N-hexyl-1-aminomethylbenzene hydrochloride
1-(N-(Nα,Nε-di-Boc-Lys)-N-hexylamino)methylbenzene
Conditions | Yield |
---|---|
Stage #1: Boc-Lys(Boc)-OH With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In chloroform; N,N-dimethyl-formamide at 0℃; for 0.0833333h; Stage #2: N-hexyl-1-aminomethylbenzene hydrochloride In chloroform; N,N-dimethyl-formamide at 0 - 20℃; for 24.5h; | 97% |
Stage #1: Boc-Lys(Boc)-OH With N-ethyl-N,N-diisopropylamine In chloroform; N,N-dimethyl-formamide Stage #2: With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate In chloroform; N,N-dimethyl-formamide Stage #3: N-hexyl-1-aminomethylbenzene hydrochloride In chloroform; N,N-dimethyl-formamide at 0 - 20℃; for 24.5h; |
Boc-Lys(Boc)-OH
Conditions | Yield |
---|---|
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide | 97% |
Conditions | Yield |
---|---|
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide | 97% |
Boc-Lys(Boc)-OH
Conditions | Yield |
---|---|
Stage #1: (S)-3-(3-fluoro-4-morpholinophenyl)-5-((octylamino)methyl)oxazolidin-2-one With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In chloroform; N,N-dimethyl-formamide at 0℃; for 0.0833333h; Stage #2: Boc-Lys(Boc)-OH In chloroform; N,N-dimethyl-formamide at 0 - 20℃; for 24.5h; | 96.9% |
Boc-Lys(Boc)-OH
Conditions | Yield |
---|---|
Stage #1: (S)-5-((decylamino)methyl)-3-(3-fluoro-4-morpholinophenyl)oxazolidin-2-one With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In chloroform; N,N-dimethyl-formamide at 0℃; for 0.0833333h; Stage #2: Boc-Lys(Boc)-OH In chloroform; N,N-dimethyl-formamide at 0 - 20℃; for 24.5h; | 96.7% |
Conditions | Yield |
---|---|
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0 - 20℃; for 24h; Inert atmosphere; | 96% |
With 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide In chloroform at 0℃; |
Boc-Lys(Boc)-OH
N,O-dimethylhydroxylamine*hydrochloride
[5-tert-butoxycarbonylamino-5-(methoxy-methyl-carbamoyl)-pentyl]-carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
Stage #1: Boc-Lys(Boc)-OH With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0℃; for 0.25h; Inert atmosphere; Stage #2: N,O-dimethylhydroxylamine*hydrochloride With 4-methyl-morpholine In dichloromethane at 0 - 25℃; for 14h; Inert atmosphere; | 96% |
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In dichloromethane at 20℃; for 1h; | 94% |
Boc-Lys(Boc)-OH
methyl 6-O-trityl-α-D-glucopyranoside
Conditions | Yield |
---|---|
With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane 1) 0 deg C, 2 h, 2) r.t., overnight; | 95% |
Conditions | Yield |
---|---|
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; Inert atmosphere; | 95% |
Conditions | Yield |
---|---|
Stage #1: Boc-Lys(Boc)-OH With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0℃; for 0.25h; Stage #2: C94H167ClN6O19Si4 In N,N-dimethyl-formamide at 0 - 20℃; | 95% |
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide |
Conditions | Yield |
---|---|
Stage #1: Boc-Lys(Boc)-OH; C17H41N9O2 With diisopropyl-carbodiimide In methanol at 20℃; for 0.25h; Stage #2: With trifluoroacetic acid In methanol; dichloromethane for 2h; | 95% |
Boc-Lys(Boc)-OH
(1S,2S,5R,6S)-2-[(2'S)-(2',6'-bis(tert-butoxycarbonyl)amino)hexanoyl]aminobicyclo[3.1.0]hexane-2,6-dicarboxylic acid dimethyl ester
Conditions | Yield |
---|---|
With dmap; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine In dichloromethane at 20℃; | 94% |
Boc-Lys(Boc)-OH
Propargylamine
(S)-di-(tert-butyl) 6-oxo-6-(prop-2-ynylamino)hexane-1,5-diyldicarbamate
Conditions | Yield |
---|---|
Stage #1: Boc-Lys(Boc)-OH With 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide In dichloromethane for 0.166667h; Cooling with ice; Stage #2: Propargylamine With triethylamine In dichloromethane | 94% |
Stage #1: Boc-Lys(Boc)-OH With 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide In dichloromethane at 0℃; for 0.5h; Stage #2: Propargylamine With triethylamine In dichloromethane at 0℃; | 94% |
With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 24.5h; Inert atmosphere; Cooling with ice; | 64% |
The Boc-Lys(Boc)-OH, with the CAS registry number 2483-46-7, is also known as (S)-2,6-Bis-tert-butoxycarbonylaminohexanoic acid. It belongs to the product categories of Amino Acid Derivatives; Lysine [Lys, K]; Boc-Amino Acids and Derivative; Amino Acids 13C, 2H, 15N; Boc-Amino Acid Series; Amino Acids & Derivatives. This chemical's molecular formula is C16H30N2O6 and molecular weight is 346.4192. Its IUPAC name is called 2,6-bis[(2-methylpropan-2-yl)oxycarbonylamino]hexanoic acid. This chemical is clear oil.
Physical properties of Boc-Lys(Boc)-OH: (1)ACD/LogP: 2.52; (2)ACD/LogD (pH 5.5): 0.58; (3)ACD/BCF (pH 5.5): 1; (4)ACD/BCF (pH 7.4): 1; (5)ACD/KOC (pH 5.5): 6.42; (6)ACD/KOC (pH 7.4): 1; (7)#H bond acceptors: 8; (8)#H bond donors: 3; (9)#Freely Rotating Bonds: 11; (10)Index of Refraction: 1.477; (11)Molar Refractivity: 88.36 cm3; (12)Molar Volume: 312.3 cm3; (13)Surface Tension: 39.5 dyne/cm; (14)Density: 1.109 g/cm3; (15)Flash Point: 264.9 °C; (16)Enthalpy of Vaporization: 86.02 kJ/mol; (17)Boiling Point: 514.4 °C at 760 mmHg; (18)Vapour Pressure: 5.74E-12 mmHg at 25°C.
You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC(C)(C)OC(=O)NCCCCC(C(=O)O)NC(=O)OC(C)(C)C
(2)InChI: InChI=1S/C16H30N2O6/c1-15(2,3)23-13(21)17-10-8-7-9-11(12(19)20)18-14(22)24-16(4,5)6/h11H,7-10H2,1-6H3,(H,17,21)(H,18,22)(H,19,20)
(3)InChIKey: FBVSXKMMQOZUNU-UHFFFAOYSA-N
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