(3R,5R)-3-(Boc-amino)-5-methylpiperidine Chemical Properties

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

(3R,5R)-3-(Boc-amino)-5-methylpiperidine Usage And Synthesis

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

(3R,5R)-3-(Boc-amino)-5-methylpiperidine(1227919-32-5)Related Product Information

• 1-phenethylpiperidin-4-ol
• N-BUTYL-2-PIPERIDINE CARBOXYLIC ACID
• 1,1'-CARBONYLDIPIPERIDINE
• 4-(Azetidin-3-yl)-1-methylpiperidine
• 4-(4-Fluorophenyl)-3-hydroxymethyl-1-methyl-piperidine
• trans 2-(1,6-Dimethylpiperidin-3-yl)propan-2-ol
• N-Ethyl-2-phenylethanamine
• Carbamic acid, N-[(3S,5S)-5-methyl-3-piperidinyl]-, 1,1-dimethylethyl ester
• 4-[(4-Chlorophenyl)-2-pyridinylmethoxy]-1-piperidinecarboxylic acid ethyl ester
• 1-Hydroxypiperidine-2,6-dione
• (3R,4R)-N,4-dimethyl-piperidin-3-amine
• tert-butyl N-[(3R,5S)-5-methylpiperidin-3-yl]carbamate
• (3S,5R)-3-(Boc-aMino)-5-Methylpiperidine
• Desloratadine N-Hydroxypiperidine
• 3-(4-(aMinoMethyl)-1-(5-Methyl-7H-pyrrolo[2,3-d]pyriMidin-4-yl)piperidine-4-carboxaMido)phenyl diMethylcarbaMate
• 2-Piperidinone, 3-amino-3-(difluoromethyl)-
• 2H-1,3-Oxazin-2-one,tetrahydro-4,4,6-trimethyl-
• 4,4,6-trimethyl-1,3-oxazinane-2-thione