Identification | Back Directory | [Name]
Carbamic acid, [(3R)-2-oxo-3-piperidinyl]-, 1,1-dimethylethyl ester (9CI) | [CAS]
221874-51-7 | [Synonyms]
(R)-3-(Boc-aMino)-2-piperidone -tert-Butyl (2-oxopiperidin-3-yl) (R)-3-(Boc-aMino)-2-oxopiperidine (3R)-2-Oxo-3-(Boc-amino)piperidine TERT-BUTYL (R)-2-OXOPIPERIDIN-3-YLCABAMATE tert-Butyl (R)-2-oxopiperidin-3-ylcarbamate (R)-tert-butyl 2-oxopiperidin-3-ylcarbamate tert-butyl N-[(3R)-2-oxo-3-piperidyl]carbamate tert-butyl N-[(3R)-2-oxopiperidin-3-yl]carbamate N-[(3R)-2-Oxo-3-piperidinyl]carbamic acid 1,1-dimethylethyl ester Carbamic acid, [(3R)-2-oxo-3-piperidinyl]-, 1,1-dimethylethyl ester CarbaMic acid,N-[(3R)-2-oxo-3-piperidinyl]-, 1,1-diMethylethyl ester Carbamic acid, [(3R)-2-oxo-3-piperidinyl]-, 1,1-dimethylethyl ester (9CI) | [Molecular Formula]
C10H18N2O3 | [MDL Number]
MFCD09831897 | [MOL File]
221874-51-7.mol | [Molecular Weight]
214.26 |
Chemical Properties | Back Directory | [Boiling point ]
405.6±34.0 °C(Predicted) | [density ]
1.11±0.1 g/cm3(Predicted) | [storage temp. ]
2-8°C | [pka]
11.05±0.20(Predicted) | [Appearance]
White to off-white Solid |
Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of (R)-tert-butyl(2-oxopiperidin-3-yl)carbamic acid from di-tert-butyl dicarbonate and (R)-3-aminopiperidin-2-one: (R)-3-aminopiperidin-2-one (1.00 g, 8.76 mmol) was dissolved in dichloromethane (15 mL), triethylamine (1.28 mL, 9.2 mmol) and di-tert-butyl dicarbonate were added. butyl dicarbonate (2.01 g, 9.2 mmol). The reaction mixture was stirred at room temperature for 12 hours and then concentrated under vacuum. The crude product was diluted with ether (50 mL) and filtered through a diatomaceous earth pad. The filtrate was evaporated to dryness and purified by silica gel column chromatography (50 g of silica gel, 100% ethyl acetate) to give 1.65 g of colorless foamy (R)-tert-butyl(2-oxopiperidin-3-yl)carbamic acid in 88% yield. | [References]
[1] Patent: JP5667692, 2015, B2. Location in patent: Paragraph 0199-0201 [2] Tetrahedron Letters, 1999, vol. 40, # 5, p. 935 - 938 [3] Tetrahedron, 1999, vol. 55, # 18, p. 5793 - 5808 |
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