Identification | More | [Name]
4-N-BOC-Aminopiperidine | [CAS]
73874-95-0 | [Synonyms]
4-AMINOPIPERIDINE, 4-BOC PROTECTED 4-BOC-AMINOPIPERIDINE 4-(N-BOC-AMINO)PIPERIDINE 4-N-TERT-BOC-AMINO PIPERIDINE 4-N-(TERT-BUTOXYCARBONYL)AMINOPIPERIDINE 4-(TERT-BUTOXYCARBONYLAMINO)PIPERIDINE BOC-4-AMINOPIPERIDINE BUTTPARK 90\06-01 CARBAMIC ACID, 4-PIPERIDINYL-, 1,1-DIMETHYLETHYL ESTER PIPERIDIN-4-YL-CARBAMIC ACID TERT-BUTYL ESTER TERT-BUTYL PIPERIDIN-4-YLCARBAMATE tert-Butyl 4-piperidinylcarbamate 4-Tert-Boc-AminoPiperdine 4-Tert-Boc-Amino-Piperidine 4-N-1-BOC-AMINOPIPERIDINE BOC (PROTECTED)-4-AMINO PIPERIDINE 4-BOC-AMINO PIPERIDINE,98% 4-BOC-AMINO PIPERDINE tert-butyl N-(4-piperidinyl)carbamate | [EINECS(EC#)]
616-026-6 | [Molecular Formula]
C10H20N2O2 | [MDL Number]
MFCD00798171 | [Molecular Weight]
200.28 | [MOL File]
73874-95-0.mol |
Chemical Properties | Back Directory | [Appearance]
off-white crystalline powder | [Melting point ]
162-166 °C(lit.)
| [Boiling point ]
80°C/0.05mm | [density ]
1.02±0.1 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
soluble in Methanol | [form ]
Crystalline Powder | [pka]
12.39±0.20(Predicted) | [color ]
Off-white | [Sensitive ]
Air Sensitive | [Detection Methods]
HPLC(Differential) | [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) | [InChIKey]
CKXZPVPIDOJLLM-UHFFFAOYSA-N | [SMILES]
C(OC(C)(C)C)(=O)NC1CCNCC1 | [CAS DataBase Reference]
73874-95-0(CAS DataBase Reference) |
Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29333990 |
Questions And Answer | Back Directory | [Description]
4-(N-Boc-amino)piperidone may be used as a functionalization reagent for introduction of a primary and a tertiary amino group to poly(2-isopropyl-2-oxazoline. It can also be used as pharma building block. It is used in the synthesis of a piperidine-4-carboxamide CCR5 antagonist with potent anti-HIV 1-activity. It is an intermediate for the synthesis of various pharmaceutical and biologically active compounds, including inhibitors and therapeutic agents. It is used for the synthesis of diphenyl purine derivatives as peripherally selective cannabinoid receptor 1 Antagonists.
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Hazard Information | Back Directory | [Chemical Properties]
off-white crystalline powder | [Uses]
Pharma building block. | [General Description]
4-(N-Boc-amino)piperidone is a piperidone derivative. | [Synthesis]
General procedure for the synthesis of 4-tert-butoxycarbonylaminopiperidine from tert-butyl (1-benzylpiperidin-4-yl)carbamate: N-butyl-1-benzylpiperidin-4-ylcarbamate (3.80 g, 13.1 mmol) was dissolved in 26 mL of methanol in a 100 mL reaction vessel. A catalytic amount of 10% palladium/carbon (Pd/C) was added. The reaction was stirred under hydrogen atmosphere for 12 hours. Upon completion of the reaction, the palladium/carbon catalyst was removed by filtration through a diatomaceous earth pad and the filtrate was concentrated under reduced pressure to remove the solvent. The resulting residue was purified by silica gel column chromatography to afford 4-tert-butoxycarbonylaminopiperidine (2.64 g, 99% yield). The product was confirmed by 1H-NMR (200 MHz, CD3OD): δ 1.36 (s, 9H), 1.84-2.36 (m, 4H), 2.74 (m, 2H), 3.42 (m, 2H), 3.60 (br, 1H).LC/MS analysis showed the [M+H]+ peak as 201. | [References]
[1] Patent: WO2008/54154, 2008, A1. Location in patent: Page/Page column 33; 34; 76; 77; 162-164 [2] Patent: WO2007/52938, 2007, A1. Location in patent: Page/Page column 18 [3] Journal of Medicinal Chemistry, 1999, vol. 42, # 14, p. 2706 - 2715 [4] Patent: WO2007/46550, 2007, A1. Location in patent: Page/Page column 117 [5] Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 24, p. 5345 - 5352 |
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