| Identification | More | [Name]
Ethyl N-Boc-piperidine-4-carboxylate | [CAS]
142851-03-4 | [Synonyms]
1-BOC-PIPERIDINE-4-CARBOXYLIC ACID ETHYL ESTER
1-TERT-BUTYL 4-ETHYL 1,4-PIPERIDINEDICARBOXYLATE
1-TERT-BUTYL 4-ETHYL PIPERIDINE-1,4-DICARBOXYLATE
1-(TERT-BUTYL) 4-ETHYL TETRAHYDRO-1,4(2H)-PYRIDINEDICARBOXYLATE
BUTTPARK 153\33-50
DIMETHYLETHYL PIPERIDINEDICARBOXYLIC ACID ETHYL ESTER
ETHYL 1-(TERT-BUTOXYCARBONYL)-4-PIPERIDINECARBOXYLATE
ETHYL 1-TERT-BUTOXYCARBONYLPIPERIDINE-4-CARBOXYLATE
ETHYL 1-(TERT-BUTYLOXYCARBONYL)ISONIPECOTATE
ETHYL N-BOC-ISONIPECOTATE
ETHYL N-BOC-PIPERIDIN-4-YL CARBOXYLATE
ETHYL N-BOC-PIPERIDINE-4-CARBOXYLATE
N-BOC-4-CARBETHOXY PIPERIDINE
PIPERIDINE-1,4-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER 4-ETHYL ESTER
1-Boc-4-Carbethoxy Piperidine
N-Butoxycarbonyl-4-carbethoxy piperidine
Ethyl1-tert-buthoxycarbonylpyridine-4-carboxylate
Ethyl N-Boc-4-piperidinecarboxylate
tert-butyl ethyl piperidine-1,4-dicarboxylate
1-Boc-isonipecotic acid ethyl ester, 97+% | [EINECS(EC#)]
-0 | [Molecular Formula]
C13H23NO4 | [MDL Number]
MFCD01763998 | [Molecular Weight]
257.33 | [MOL File]
142851-03-4.mol |
| Chemical Properties | Back Directory | [Boiling point ]
120-135 °C/0.5 mmHg | [density ]
1.046 g/mL at 25 °C
| [refractive index ]
n20/D 1.458
| [Fp ]
>230 °F
| [storage temp. ]
Inert atmosphere,2-8°C | [solubility ]
Chloroform, Ethyl Acetate | [form ]
Liquid | [pka]
-2.23±0.40(Predicted) | [color ]
Clear colorless to pale yellow | [InChI]
InChI=1S/C13H23NO4/c1-5-17-11(15)10-6-8-14(9-7-10)12(16)18-13(2,3)4/h10H,5-9H2,1-4H3 | [InChIKey]
MYHJCTUTPIKNAT-UHFFFAOYSA-N | [SMILES]
N1(C(OC(C)(C)C)=O)CCC(C(OCC)=O)CC1 | [CAS DataBase Reference]
142851-03-4(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed.
R37/38:Irritating to respiratory system and skin .
R41:Risk of serious damage to eyes. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S39:Wear eye/face protection . | [WGK Germany ]
3
| [HazardClass ]
IRRITANT | [HS Code ]
29333990 |
| Hazard Information | Back Directory | [Chemical Properties]
Liquid | [Uses]
Ethyl N-Boc-piperidine-4-carboxylate is used as a reagent to synthesize 3-amino-1-(5-indanyloxy)-2-propanol derivatives as sodium channel blockers to treat stroke patients. Ethyl N-Boc-piperidine-4-carboxylate is also used as a reagent to prepare inhibitors of tumour necrosis factor alpha-converting enzyme. | [Synthesis]
The general procedure for the synthesis of ethyl N-Boc-4-piperidinecarboxylate from di-tert-butyl dicarbonate was as follows: ethyl isopiperidinate (5.00 g, 0.032 mol) and triethylamine (4.9 mL, 0.035 mol) were dissolved in dichloromethane (25 mL) at 0 °C, and the dichloromethane of di-tert-butyl dicarbonate (7.2 g, 0.033 mol) was slowly added ( 25mL) solution. The reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, it was washed three times with potassium bisulfate solution and then once with brine. The organic layer was dried with anhydrous sodium sulfate, filtered and concentrated in vacuum to afford the target product ethyl N-Boc-4-piperidinecarboxylate (8.23 g, 100% yield) as a colorless oil. The structure of the product was confirmed by 1H NMR (C6D6,500MHz) δ 3.88 (q, J=7.5Hz, 2H), 2.52 (m, 1H), 1.60-1.48 (m, 8H), 1.42 (s, 9H), 0.92 (t, 3H) and mass spectra (280.44 (M+Na)+). | [References]
[1] Patent: US2004/204397, 2004, A1
[2] Patent: US2003/144302, 2003, A1
[3] Patent: US2002/55631, 2002, A1
[4] Patent: US2002/86887, 2002, A1
[5] Patent: US5716965, 1998, A |
|
|