| Identification | Back Directory | [Name]
1-PIPERIDINECARBOXYLIC ACID, 3-(AMINOCARBONYL)-, 1,1-DIMETHYLETHYL ESTER, (3R)- | [CAS]
915226-43-6 | [Synonyms]
(R)-1-Boc-3-carbamoylpiperidine
(R)-1-Boc-3-piperidinecarboxaMide
(R)-1-Boc-3-(aMinocarbonyl)-piperidine
(R)-tert-Butyl 3-carbaMoylpiperidine-1-carboxylate
tert-Butyl (R)-3-carbamoylpiperidine-1-carboxylate
tert-butyl (3R)-3-carbamoylpiperidine-1-carboxylate
1-PIPERIDINECARBOXYLIC ACID, 3-(AMINOCARBONYL)-, 1,1-DIMETHYLETHYL ESTER, (3R)- | [Molecular Formula]
C11H20N2O3 | [MDL Number]
MFCD11977492 | [MOL File]
915226-43-6.mol | [Molecular Weight]
228.29 |
| Chemical Properties | Back Directory | [Boiling point ]
384.4±31.0 °C(Predicted) | [density ]
1.123±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [pka]
16.41±0.20(Predicted) | [Appearance]
White to off-white Solid | [Optical Rotation]
Consistent with structure |
| Hazard Information | Back Directory | [Synthesis]
The general procedure for the synthesis of tert-butyl (R)-3-carbamoylpiperidine-1-carboxylate from 3-piperidinecarboxamide and di-tert-butyl dicarbonate was as follows: to the reaction mixture obtained in Example 4 was added tetrahydrofuran (THF, 40 mL), followed by the addition of di-tert-butyl dicarbonate (37.2 g, 2.3 eq.). The pH of the reaction mixture was adjusted to 10.0 using sodium hydroxide (NaOH). the reaction mixture was stirred at room temperature for 1 hr, after which the precipitated crystals were collected by filtration to afford (R)-1 -(tert-butoxycarbonyl)piperidinamide as white crystals (15.6 g, yield: 93%). The crystals were analyzed using the method described in Example 3; the results showed an optical purity of 99.8% ee. 1H NMR (400 MHz, CDCl3) data were as follows: δ 5.36 (brs, 2H), 3.94-3.08 (m, 5H), 1.96-1.36 (m, 13H). | [References]
[1] Patent: US2010/105917, 2010, A1. Location in patent: Page/Page column 16 |
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