| Identification | Back Directory | [Name]
METHYL 1-BOC-4-PIPERIDINEACETATE | [CAS]
175213-46-4 | [Synonyms]
175213-46-4 Methyl N-Boc-4-piperidineacetate METHYL 1-BOC-4-PIPERIDINEACETATE Methyl N-BOC-piperidine-4-acetate Methyl 1-N-Boc-4-piperidineacetate 1-Boc-4-Piperidine acetate methyl ester N-BOC-4-PIPERIDINEACETIC ACID METHYL ESTER 1-Boc-4-Piperidine acetic acid methyl ester Methyl (piperidin-4-yl)acetate, N-BOC protected 2-{1-[(tert-butoxy)carbonyl]piperidin-4-yl}propanoate benzyl 4-(2-methoxy-2-oxoethyl)piperidine-1-carboxylate t-Butyl 4-(2-methoxy-2-oxoethyl)piperidine-1-carboxylate ert-butyl 4-(2-Methoxy-2-oxoethyl)piperidine-1-carboxylate tert-butyl 4-(2-methoxy-2-oxoethyl)piperidine-1-carboxylate tert-butyl 4-((methoxycarbonyl)methyl)piperidine-1-carboxylate 4-Piperidineacetic acid, 1-[(1,1-dimethylethoxy)carbonyl]-, methyl ester Methyl N-Boc-4-piperidineacetate
Methyl 1-Boc-4-piperidineacetate
4-((Methoxycarbonyl)methyl)piperidine-1-carboxylic acid tert-butyl ester | [Molecular Formula]
C13H23NO4 | [MDL Number]
MFCD01632529 | [MOL File]
175213-46-4.mol | [Molecular Weight]
257.33 |
| Chemical Properties | Back Directory | [Boiling point ]
323.1±15.0 °C(Predicted) | [density ]
1.062±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [pka]
-1.88±0.40(Predicted) | [Appearance]
Colorless to light yellow Liquid | [CAS DataBase Reference]
175213-46-4 |
| Hazard Information | Back Directory | [Chemical Properties]
White powder | [Uses]
Methyl 1-Boc-4-piperidineacetate is used as a pharmaceutical intermediate. It can be used in the preparation of intranasal pharmaceutical compositions of CGRP inhibitors for the treatment of migraine. | [Synthesis]
General procedure for the synthesis of methyl N-Boc-4-piperidineacetate from tert-butyl 4-(2-methoxy-2-oxoethylidene)piperidine-1-carboxylate: 1-tert-butoxycarbonyl-4-[(methoxycarbonyl)methylidene]piperidine (875 mg) was dissolved in ethanol (10 mL), to which 10% of palladium-carbon catalyst (~50% water content, 730 mg) was added. The reaction mixture was subjected to catalytic hydrogenation at room temperature and at atmospheric pressure for 3 days. Upon completion of the reaction, the catalyst was removed by filtration and the solvent was subsequently removed by distillation under reduced pressure to afford the target product methyl N-Boc-4-piperidineacetate (871 mg, 99% yield). The product was characterized by 1H-NMR (CDCl3): δ 1.16 (2H, m), 1.45 (9H, s), 1.65 (2H, m), 1.93 (1H, m), 2.25 (2H, d, J = 6.8 Hz), 2.72 (2H, br), 3.68 (3H, s), 4.08 (2H, br). Mass spectrometry (FAB) analysis showed m/z: 258 (M + H)+. | [References]
[1] Patent: EP1104754, 2001, A1 [2] Patent: EP1577302, 2005, A1. Location in patent: Page/Page column 121-122 [3] Patent: US2006/94707, 2006, A1. Location in patent: Page/Page column 43 [4] Patent: US2007/259850, 2007, A1. Location in patent: Page/Page column 79 [5] Patent: WO2011/123232, 2011, A1. Location in patent: Page/Page column 9 |
|
|