tert-butyl (1-benzylpiperidin-4-yl)carbamate
(piperidin-4-yl)carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
With hydrogen; palladium 10% on activated carbon In methanol for 12h; | 99% |
With hydrogen; palladium 10% on activated carbon In methanol for 12h; | 99% |
With hydrogen; palladium on activated charcoal In methanol under 2585.74 Torr; for 18h; | 97% |
(piperidin-4-yl)carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; hydrogen In methanol at 70℃; under 6000.6 - 7500.75 Torr; for 4h; Reagent/catalyst; Temperature; | 90.7% |
1-benzyloxycarbonyl-4-tert-butoxycarbonylaminopiperidine
(piperidin-4-yl)carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal In methanol under 2068.59 Torr; | |
palladium In ethanol | 1.8 g (100%) |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 98 percent / NaOH / 2-methyl-propan-2-ol / 20 °C 2: 95 percent / H2 / Pd/C / methanol / 20 °C View Scheme |
di-tert-butyl dicarbonate
(piperidin-4-yl)carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 98 percent / NaOH / 2-methyl-propan-2-ol / 20 °C 2: 95 percent / H2 / Pd/C / methanol / 20 °C View Scheme |
4-amino-1-benzylpiperidine
(piperidin-4-yl)carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 90 percent / acetonitrile / 1 h / 20 °C 2: 92 percent / cyclohexene / 20 percent Pd(OH)2/C / ethanol / 3.5 h / Heating View Scheme | |
Multi-step reaction with 2 steps 1: 99 percent / CH2Cl2 / 18 h / Ambient temperature 2: 97 percent / H2 / 10 percent Pd/C / methanol / 18 h / 2585.74 Torr View Scheme | |
Multi-step reaction with 2 steps 1: sodium hydrogencarbonate / dichloromethane / 4 h / 20 °C 2: palladium 10% on activated carbon; hydrogen / ethanol View Scheme |
di-tert-butyl dicarbonate
(piperidin-4-yl)carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 90 percent / acetonitrile / 1 h / 20 °C 2: 92 percent / cyclohexene / 20 percent Pd(OH)2/C / ethanol / 3.5 h / Heating View Scheme | |
Multi-step reaction with 2 steps 1: sodium hydrogencarbonate / dichloromethane / 4 h / 20 °C 2: palladium 10% on activated carbon; hydrogen / ethanol View Scheme | |
Multi-step reaction with 2 steps 1: sodium hydrogencarbonate / water; 1,4-dioxane / 25 h / 5 - 20 °C 2: palladium 10% on activated carbon; ammonium formate / methanol / 2 h / 65 °C / Reflux View Scheme | |
Multi-step reaction with 2 steps 1: triethylamine / tetrahydrofuran / 12 h / 20 °C 2: palladium 10% on activated carbon; hydrogen / methanol / 24 h View Scheme |
benzyl 4-isocyanatotetrahydro-1(2H)-pyridinecarboxylate
(piperidin-4-yl)carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: CuCl2 / 20 °C 2: H2 / 10 percent Pd/C / methanol / 2068.59 Torr View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 99 percent / CH2Cl2 / 18 h / Ambient temperature 2: 97 percent / H2 / 10 percent Pd/C / methanol / 18 h / 2585.74 Torr View Scheme |
4-amino-1-benzylpiperidine
di-tert-butyl dicarbonate
(piperidin-4-yl)carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
With triethylamine; palladium dihydroxide; hydrogen In dichloromethane; water | |
Stage #1: 4-amino-1-benzylpiperidine; di-tert-butyl dicarbonate With triethylamine Stage #2: With palladium on activated charcoal; hydrogen | |
Multi-step reaction with 2 steps 1: triethylamine / tetrahydrofuran / 12 h / 20 °C 2: palladium 10% on activated carbon; hydrogen / methanol / 24 h View Scheme | |
Multi-step reaction with 2 steps 1: chloroform 2: acetic acid / palladium-carbon catalyst / methanol View Scheme |
4-amino-1-benzylpiperidine
di-tert-butyl dicarbonate
tert-butyl (1-benzylpiperidin-4-yl)carbamate
(piperidin-4-yl)carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
In tetrahydrofuran; palladium-carbon; ethanol; n-heptane |
3,5-dichlorobenzyl alcohol
(piperidin-4-yl)carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
With sodium hydrogencarbonate; 1,1'-carbonyldiimidazole In ethyl acetate; N,N-dimethyl-formamide |
(piperidin-4-yl)carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 8 h / 5 °C / Reflux; Inert atmosphere 2: triethylamine / dichloromethane / 20 °C 3: formic acid; potassium hydroxide; / ethanol / 1 h / 70 °C View Scheme |
1-phenylmethyl-4-piperidone
(piperidin-4-yl)carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: potassium carbonate; hydroxylamine hydrochloride / methanol / 4 h / Reflux 2: lithium aluminium tetrahydride / tetrahydrofuran / 8 h / 5 °C / Reflux; Inert atmosphere 3: triethylamine / dichloromethane / 20 °C 4: formic acid; potassium hydroxide; / ethanol / 1 h / 70 °C View Scheme |
2-(4-chloro-7-methylquinazolin-2-yl)-phenol
(piperidin-4-yl)carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
With triethylamine In dichloromethane for 6h; | 100% |
With triethylamine In dichloromethane at 20℃; | 69% |
benzoyl chloride
(piperidin-4-yl)carbamic acid tert-butyl ester
tert-butyl N-(1-benzoylpiperidin-4-yl)carbamate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; Ice cooling; | 100% |
With triethylamine In dichloromethane at 0 - 20℃; for 3h; Inert atmosphere; | 96% |
With triethylamine In dichloromethane for 18h; | 91% |
With triethylamine In dichloromethane at 20℃; for 2h; | |
With triethylamine In dichloromethane at 20℃; for 2h; |
4-chlorothieno[3,2-d]pyrimidine
(piperidin-4-yl)carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
With triethylamine In butan-1-ol at 100℃; for 48h; | 100% |
cyclopentyl iodide
(piperidin-4-yl)carbamic acid tert-butyl ester
4-(N-(tert-butyloxycarbonyl)amino)piperidine
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 20℃; for 48h; | 100% |
(7-fluoro-2-oxo-1(2H)-quinolinyl)acetaldehyde
(piperidin-4-yl)carbamic acid tert-butyl ester
1,1-dimethylethyl {1-[2-(7-fluoro-2-oxo-1(2H)-quinolinyl)ethyl]-4-piperidinyl}carbamate
Conditions | Yield |
---|---|
Stage #1: (7-fluoro-2-oxo-1(2H)-quinolinyl)acetaldehyde; (piperidin-4-yl)carbamic acid tert-butyl ester In methanol; chloroform at 20℃; for 1h; Stage #2: With sodium tris(acetoxy)borohydride In methanol; chloroform at 20℃; for 2.83333h; | 100% |
dimethylaminoacetic acid
(piperidin-4-yl)carbamic acid tert-butyl ester
tert-butyl [1-(2-dimethylaminoacetyl)piperidin-4-yl]carbamate
Conditions | Yield |
---|---|
Stage #1: dimethylaminoacetic acid; (piperidin-4-yl)carbamic acid tert-butyl ester With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 46h; Stage #2: With sodium hydroxide In water; ethyl acetate; N,N-dimethyl-formamide; sodium chloride at 20℃; for 0.5h; | 100% |
With sodium hydroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 46h; | 100% |
(piperidin-4-yl)carbamic acid tert-butyl ester
2-bromoethanol
[1-(2-hydroxyethyl)-piperidin-4-yl]-carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile for 5h; Inert atmosphere; Reflux; | 100% |
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 6h; Inert atmosphere; | 97% |
With potassium carbonate In acetonitrile for 5h; Heating; | 94% |
(piperidin-4-yl)carbamic acid tert-butyl ester
4-chloro-5-phenyl-thieno[2,3-d]pyrimidine
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In ethylene glycol at 110℃; for 3h; | 100% |
With triethylamine In isopropyl alcohol for 2h; Heating / reflux; | 75% |
In ethylene glycol at 110℃; for 4h; |
3-(Trifluoromethyl)benzoyl chloride
(piperidin-4-yl)carbamic acid tert-butyl ester
C18H23F3N2O3
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 25℃; for 3.25h; | 100% |
1,4-difluoro-2-nitrobenzene
(piperidin-4-yl)carbamic acid tert-butyl ester
tert-butyl 1-(4-fluoro-2-nitrophenyl)piperidin-4-ylcarbamate
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide at 70℃; for 3.5h; | 100% |
pyridine-2-carbaldehyde
(piperidin-4-yl)carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
Stage #1: pyridine-2-carbaldehyde; (piperidin-4-yl)carbamic acid tert-butyl ester With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 20℃; Stage #2: With hydrogenchloride In methanol; diethyl ether at 20℃; | 100% |
(piperidin-4-yl)carbamic acid tert-butyl ester
4-chloro-2-(2'-hydroxyphenyl)quinazoline
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0℃; | 100% |
(piperidin-4-yl)carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
With trifluoroacetic acid In dichloromethane | 100% |
methyl 5-[6-(chloromethyl)-1H-benzimidazol-1-yl]-3-({(1R)-1-[2-(trifluoromethyl)phenyl]ethyl}oxy)thiophene-2-carboxylate
(piperidin-4-yl)carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
With triethylamine In 1,4-dioxane at 20℃; for 18h; | 100% |
9-fluoro-1-(hydroxymethyl)-4-oxo-1,2-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1-yl 4-methylbenzenesulfonate
(piperidin-4-yl)carbamic acid tert-butyl ester
1,1-dimethylethyl {1-[(9-fluoro-1-hydroxy-4-oxo-1,2-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1-yl)methyl]-4-piperidinyl}carbamate
Conditions | Yield |
---|---|
With sodium carbonate In ethanol; water | 100% |
With sodium carbonate In ethanol at 20℃; for 16h; | 100% |
With sodium carbonate In ethanol at 20℃; for 16h; | 100% |
(piperidin-4-yl)carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
In ethylene glycol at 110℃; for 6h; | 100% |
In ethylene glycol at 110℃; for 4h; |
(piperidin-4-yl)carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
With hydrogenchloride In methanol at 40℃; | 100% |
4-(benzofuran-3-ylmethoxy)-1H-indole-2-carboxylic acid
(piperidin-4-yl)carbamic acid tert-butyl ester
4-{[4-(benzofuran-3-ylmethoxy)-1H-indole-2-carbonyl]-amino}-piperidine-1-carboxylic acid tert-butyl ester
Conditions | Yield |
---|---|
Stage #1: 4-(benzofuran-3-ylmethoxy)-1H-indole-2-carboxylic acid With N-ethyl-N,N-diisopropylamine In DMF (N,N-dimethyl-formamide) at 0℃; for 0.166667h; Stage #2: (piperidin-4-yl)carbamic acid tert-butyl ester With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate In DMF (N,N-dimethyl-formamide) at 20℃; | 100% |
styrene oxide
(piperidin-4-yl)carbamic acid tert-butyl ester
[1-(2-Hydroxy-2-phenyl-ethyl)-piperidin-4-yl]-carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
100% |
3,5-dichloro-2-hydroxybenzenesulfonyl chloride
(piperidin-4-yl)carbamic acid tert-butyl ester
C16H22Cl2N2O5S
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane | 100% |
(piperidin-4-yl)carbamic acid tert-butyl ester
acrylonitrile
[1-(2-cyano-ethyl)-piperidin-4-yl]-carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
In ethanol at 80℃; for 2h; | 100% |
(2R,3S)-N-((3S)-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-3-yl)-2,3-bis(3,3,3- trifluoropropyl)succinamide
(piperidin-4-yl)carbamic acid tert-butyl ester
tert-butyl 1-(((2S,3R)-6,6,6-trifluoro-3-((S,Z)-1-methyl-2-oxo-5-phenyl 2,3-dihydro-1H-benzo[e][1,4]diazepin-3-ylcarbamoyl)-2-(3,3,3-trifluoropropyl)hexanamido)methyl)piperidin-4-yl carbamate
Conditions | Yield |
---|---|
With formaldehyd In ethanol at 75℃; for 18h; | 100% |
(piperidin-4-yl)carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
Stage #1: 4-(2,4-difluorophenoxy)-3-(7-methoxy-1-methyl-1H-pyrrolo[2,3-c]pyridin-3-yl)benzaldehyde; (piperidin-4-yl)carbamic acid tert-butyl ester With acetic acid In dichloromethane at 50℃; for 1h; Stage #2: With sodium tris(acetoxy)borohydride In dichloromethane at 20℃; for 2h; Cooling with ice; | 100% |
o-bromobenzenesulfonyl chloride
(piperidin-4-yl)carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 1.5h; Inert atmosphere; | 100% |
(piperidin-4-yl)carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
With 4-methyl-morpholine; 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 1h; | 100% |
6-methyl-2-nitropyridin-3-yl trifluoromethanesulfonate
(piperidin-4-yl)carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
With triethylamine In acetonitrile for 8h; Reflux; | 100% |
6-chloropyridazine-3-carbonitrile
(piperidin-4-yl)carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
With triethylamine In ethanol at 20℃; | 100% |
With triethylamine In ethanol at 20℃; | 100% |
With triethylamine In ethanol at 20℃; | 100% |
3-bromo-4-chloro-5-nitropyridine
(piperidin-4-yl)carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran for 1h; Cooling with ice; | 100% |
With triethylamine In tetrahydrofuran for 1h; Cooling with ice; | 59.7 g |
With triethylamine In tetrahydrofuran for 1h; Cooling with ice; | 59.78 g |
p-Methoxybenzyl bromide
(piperidin-4-yl)carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; | 100% |
With potassium carbonate In N,N-dimethyl-formamide at 40℃; for 1h; | 81% |
With triethylamine In ethanol |
4-chloro-2-methoxynicotinic aldehyde
(piperidin-4-yl)carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In acetonitrile at 100℃; for 0.666667h; | 100% |
The 4-N-Boc-aminopiperidine, with the CAS registry number 73874-95-0, is also known as Boc-4-aminopiperidine. It belongs to the product categories of Amines; Blocks; Pharmacetical; Pyridine Series; Pyrans, Piperidines & Piperazines; Piperidine; Piperidines; Pyrans, Piperidines & Piperazines; Building Blocks; Heterocyclic Building Blocks. This chemical's molecular formula is C10H20N2O2 and molecular weight is 200.278. Its IUPAC name is called tert-butyl N-piperidin-4-ylcarbamate. The product should be sealed and stored in cool and dry place. What's more, it should be protected from strong oxides. 4-N-Boc-aminopiperidine is used for pharmaceutical intermediates.
Physical properties of 4-N-Boc-aminopiperidine: (1)ACD/LogP: 1.16; (2)ACD/BCF (pH 5.5): 1; (3)ACD/BCF (pH 7.4): 1; (4)ACD/KOC (pH 5.5): 1; (5)ACD/KOC (pH 7.4): 1; (6)#H bond acceptors: 4; (7)#H bond donors: 2; (8)#Freely Rotating Bonds: 3; (9)Index of Refraction: 1.48; (10)Molar Refractivity: 55.446 cm3; (11)Molar Volume: 195.2 cm3; (12)Surface Tension: 35.73 dyne/cm; (13)Density: 1.026 g/cm3; (14)Flash Point: 138.152 °C; (15)Enthalpy of Vaporization: 54.522 kJ/mol; (16)Boiling Point: 304.823 °C at 760 mmHg; (17)Vapour Pressure: 0.001 mmHg at 25°C.
Preparation of 4-N-Boc-aminopiperidine: this chemical can be prepared by (1-benzyl-piperidin-4-yl)-carbamic acid tert-butyl ester. This reaction will need reagent cyclohexene and solvent ethanol. The reaction time is 3.5 hours. The yield is about 92%.
Uses of 4-N-Boc-aminopiperidine: it can be used to produce [1-(4-nitro-benzyl)-piperidin-4-yl]-carbamic acid tert-butyl ester at temperature of 20 °C. This reaction will need reagents acetic acid, sodium triacetoxyborohydride and solvent tetrahydrofuran with reaction time of 20 hours. The yield is about 78%.
When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. 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, gloves and eye/face protection.
You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC(C)(C)OC(=O)NC1CCNCC1
(2)InChI: InChI=1S/C10H20N2O2/c1-10(2,3)14-9(13)12-8-4-6-11-7-5-8/h8,11H,4-7H2,1-3H3,(H,12,13)
(3)InChIKey: CKXZPVPIDOJLLM-UHFFFAOYSA-N
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