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4-N-Boc-aminopiperidine
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Name

4-N-Boc-aminopiperidine

 EINECS 616-026-6
CAS No. 73874-95-0 Density 1.02 g/cm3
PSA 50.36000 LogP 1.98280
Solubility N/A Melting Point 162-166 °C
Formula C10H20N2O2 Boiling Point 304.8 °C at 760 mmHg
Molecular Weight 236.742 Flash Point 138.2 °C
Transport Information N/A Appearance Off-white solid
Safety 26-36-37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 73874-95-0 (4-N-Boc-aminopiperidine) Hazard Symbols IrritantXi
Synonyms

4-N-Boc-amino-piperidine;4-(N-tert-Butoxycarbonylamino)piperidine;4-Boc-AminoPiperidine;4-tert-Butoxycarbonyl-aminopiperidine;4-(N-BOC-amino) piperidine;4-N-Boc-Amino Piperidine;4-(Boc-amino)piperidine;tert-butyl piperidin-4-ylcarbamate;4-(N-Boc-amino)piperidine;4-Boc-amino piperidine;4-Boc-aminopiperindine;4-N-(tert-Butoxycarbonyl)aminopiperidine;N-Boc-piperidin-4-amine;tert-butyl N-(3,4,5,6-tetrahydro-2H-pyridin-4-yl)carbamate;

Article Data 42

4-N-Boc-aminopiperidine Synthetic route

73889-19-7

tert-butyl (1-benzylpiperidin-4-yl)carbamate

73874-95-0

(piperidin-4-yl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
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%

C17H24N2O2

73874-95-0

(piperidin-4-yl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In methanol at 70℃; under 6000.6 - 7500.75 Torr; for 4h; Reagent/catalyst; Temperature;90.7%
159874-20-1

1-benzyloxycarbonyl-4-tert-butoxycarbonylaminopiperidine

73874-95-0

(piperidin-4-yl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol under 2068.59 Torr;
palladium In ethanol1.8 g (100%)
50541-93-0

4-amino-1-benzylpiperidine

4-formylimidazole on 2-Cl-Trityl cross-linked PS-resin

4-formylimidazole on 2-Cl-Trityl cross-linked PS-resin

73874-95-0

(piperidin-4-yl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
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
24424-99-5

di-tert-butyl dicarbonate

1.) NaH; 2.) SOCl2

1.) NaH; 2.) SOCl2

73874-95-0

(piperidin-4-yl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
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
50541-93-0

4-amino-1-benzylpiperidine

73874-95-0

(piperidin-4-yl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
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
24424-99-5

di-tert-butyl dicarbonate

73874-95-0

(piperidin-4-yl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
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
220394-91-2

benzyl 4-isocyanatotetrahydro-1(2H)-pyridinecarboxylate

73874-95-0

(piperidin-4-yl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: CuCl2 / 20 °C
2: H2 / 10 percent Pd/C / methanol / 2068.59 Torr
View Scheme
24424-99-5

di-tert-butyl dicarbonate

pentacarbonyl<1-<<(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl>oxy>-(E)-3-phenyl-2-propenylidene>chromium

pentacarbonyl<1-<<(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl>oxy>-(E)-3-phenyl-2-propenylidene>chromium

73874-95-0

(piperidin-4-yl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
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
50541-93-0

4-amino-1-benzylpiperidine

24424-99-5

di-tert-butyl dicarbonate

73874-95-0

(piperidin-4-yl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
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-N-Boc-aminopiperidine Specification

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%.

4-N-Boc-aminopiperidine can be prepared by (1-benzyl-piperidin-4-yl)-carbamic acid tert-butyl ester

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%.

4-N-Boc-aminopiperidine can be used to produce [1-(4-nitro-benzyl)-piperidin-4-yl]-carbamic acid tert-butyl ester

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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