| Identification | Back Directory | [Name]
(3R,5R)-3-(Boc-amino)-5-methylpiperidine | [CAS]
1227919-32-5 | [Synonyms]
(3R,5R)-3-(Boc-amino)-5-methylpiperidine
3-Isoxazolecarboxylicacid,5-(8-methoxyphenyl)-
tert-Butyl((3R,5R)-5-methylpiperidin-3-yl)carbamate
tert-butyl N-[(3R,5R)-5-methylpiperidin-3-yl]carbamate
Carbamic acid, N-[(3R,5R)-5-methyl-3-piperidinyl]-, 1,1-dimethylethyl ester | [Molecular Formula]
C11H22N2O2 | [MDL Number]
MFCD18072963 | [MOL File]
1227919-32-5.mol | [Molecular Weight]
214.3 |
| Chemical Properties | Back Directory | [Boiling point ]
313.4±31.0 °C(Predicted) | [density ]
1.00±0.1 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [pka]
12.38±0.40(Predicted) | [InChI]
InChI=1S/C11H22N2O2/c1-8-5-9(7-12-6-8)13-10(14)15-11(2,3)4/h8-9,12H,5-7H2,1-4H3,(H,13,14)/t8-,9-/m1/s1 | [InChIKey]
CNALVHVMBXLLIY-RKDXNWHRSA-N | [SMILES]
C(OC(C)(C)C)(=O)N[C@@H]1C[C@@H](C)CNC1 |
| Hazard Information | Back Directory | [Uses]
(3R,5R)-3-(Boc-amino)-5-methylpiperidine is used in the synthetic preparation of amino(aminopyrimidinyl)indazoles as selective 3-phosphoinositide-dependent kinase-1 inhibitors and antitumor agents. | [Synthesis]
Step 1: tert-Butyl ((3R,5R)-1-benzyl-5-methylpiperidin-3-yl)carbamate (0.6 g, 1.971 mmol, see WO2004014893 for preparation) was dissolved in ethanol (10 mL) and palladium carbon (Pd(OH)2/C, 0.1 g) was added. The reaction mixture was stirred at room temperature and under an atmosphere of hydrogen at 1 atm. After 2 h, the palladium catalyst was removed by filtration and the solvent was subsequently evaporated to afford 0.45 g of tert-butyl ((3R,5R)-5-methylpiperidin-3-yl)carbamate as a colorless oil in >95% yield. | [References]
[1] Patent: US2010/144745, 2010, A1. Location in patent: Page/Page column 44
[2] Patent: US2011/59118, 2011, A1. Location in patent: Page/Page column 53
[3] Journal of Medicinal Chemistry, 2011, vol. 54, # 6, p. 1871 - 1895 |
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