| Identification | More | [Name]
(R)-3-(Boc-Amino)piperidine | [CAS]
309956-78-3 | [Synonyms]
CARBAMIC ACID, (3R)-3-PIPERIDINYL-, 1,1-DIMETHYLETHYL ESTER
(R)-3-AMINO-N-TBOC-PIPERIDINE
(R)-3-BOC-AMINOPIPERIDINE
(R)-3-N-BOC-AMINO-PIPERIDINE
(R)-(+)-3-TERT-BUTOXYCARBONYLAMINOPIPERIDINE
(R)-3-(TERT-BUTOXYCARBONYLAMINO)PIPERIDINE
(R)-PIPERIDIN-3-YL-CARBAMIC ACID TERT-BUTYL ESTER
(R)-TERT-BUTYL-PIPERIDINE-3-YICARBAMATE
Carbamic acid, (3R)-3-piperidinyl-, 1,1-dimethylethyl ester (9CI)
(r)-3-(boc-amio)piperidine
(R)-3-BOC-AMINOPIPERIDINE 99%
(R)-3-Aminopiperidine, 3-BOC protected | [EINECS(EC#)]
685-989-2 | [Molecular Formula]
C10H20N2O2 | [MDL Number]
MFCD03093382 | [Molecular Weight]
200.28 | [MOL File]
309956-78-3.mol |
| Chemical Properties | Back Directory | [Melting point ]
121.0 to 125.0 °C | [Boiling point ]
304.8±31.0 °C(Predicted) | [density ]
1.02±0.1 g/cm3(Predicted) | [storage temp. ]
2-8°C | [solubility ]
Soluble in methanol and ethanol. | [form ]
Solid | [pka]
12.37±0.20(Predicted) | [color ]
White to Off-White | [Optical Rotation]
[α]22/D +3.2°, c = 0.5 in DMF | [BRN ]
10662518 | [InChI]
InChI=1S/C10H20N2O2/c1-10(2,3)14-9(13)12-8-5-4-6-11-7-8/h8,11H,4-7H2,1-3H3,(H,12,13)/t8-/m1/s1 | [InChIKey]
WUOQXNWMYLFAHT-MRVPVSSYSA-N | [SMILES]
C(OC(C)(C)C)(=O)N[C@@H]1CCCNC1 | [CAS DataBase Reference]
309956-78-3(CAS DataBase Reference) |
| Questions And Answer | Back Directory | [Solubility in organics]
Soluble in methanol and ethanol.
| [Uses]
(R)-3-(Boc-amino)piperidine is Boc protected (R)-3-Aminopiperidine (A627920, Dihydrochloride salt) which has been used as a reactant for the preparation of dipeptidyl peptidase IV inhibitors derived from Alogliptin. | [storage]
Stable under recommended storage conditions. Incompatible with oxidizing agents.
|
| Hazard Information | Back Directory | [Chemical Properties]
White powder | [Synthesis]
General procedure for the synthesis of (R)-3-Boc-aminopiperidine from benzyl (R)-3-((tert-butoxycarbonyl)amino)piperidine-1-carboxylate: 46.8 g of benzyl (R)-3-((tert-butoxycarbonyl)amino)piperidine-1-carboxylate (Compound IV), 2.3 g of 10% wet palladium-carbon (50% water) and 320 mL of methanol were added to an autoclave. The reaction system was replaced with nitrogen 3 to 4 times and the reaction temperature was raised to 35 to 40 °C under hydrogen pressure of 0.3 to 0.4 MPa and maintained for 2 hours. The progress of the reaction was monitored by HPLC until complete conversion of the feedstock. Upon completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated to be free of fractions. To the concentrate, 23 mL of dichloromethane and 46 mL of petroleum ether were added and the temperature was raised to 35 to 40 °C. At this temperature, 325 mL of petroleum ether was slowly added and held for 1 hour. The reaction mixture was then slowly cooled to -5~0°C and the solid product was collected by filtration. The solid was dried at 40~45°C to give 26.7 g of white solid (R)-3-Boc-aminopiperidine in 95.4% yield. | [References]
[1] Patent: CN105130879, 2018, B. Location in patent: Paragraph 0064; 0065; 0066; 0067; 0068; 0069; 0070
[2] Patent: WO2004/33455, 2004, A2. Location in patent: Page 27
[3] Patent: US2003/105077, 2003, A1 |
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