tert-butyl 4-(phenylamino)piperidine-1-carboxylate

• ChemBase ID: 41953
• Molecular Formular: C16H24N2O2
• Molecular Mass: 276.37396
• Monoisotopic Mass: 276.18377802
• SMILES: C(=O)(N1CCC(Nc2ccccc2)CC1)OC(C)(C)C
• Canonical SMILES: O=C(N1CCC(CC1)Nc1ccccc1)OC(C)(C)C
• InChI: InChI=1S/C16H24N2O2/c1-16(2,3)20-15(19)18-11-9-14(10-12-18)17-13-7-5-4-6-8-13/h4-8,14,17H,9-12H2,1-3H3
• InChIKey: HTIWISWAPVQGMI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl 4-(phenylamino)piperidine-1-carboxylate
• IUPAC Traditional name: tert-butyl 4-(phenylamino)piperidine-1-carboxylate
• Synonyms: tert-Butyl 4-anilinotetrahydro-1(2H)-pyridinecarboxylate; tert-Butyl 4-anilinotetrahydro-1(2H)-pyridinecarboxylate; 4-(Phenylamino)piperidine, N1-BOC protected 95%; 1-Boc-4-(Phenylamino)piperidine; tert-butyl 4-(phenylamino)piperidine-1-carboxylate; 4-(Phenylamino)-1-piperidinecarboxylic Acid 1,1-Dimethylethyl Ester; 4-Phenylaminopiperidine-1-carboxylic Acid tert-Butyl Ester; 1-(tert-Butyloxycarbonyl)-4-(phenylamino)piperidine; N-tert-Butoxycarbonyl-4-anilinopiperidine

Database IDs

• CAS Number: 125541-22-2
• MDL Number: MFCD02102489
• PubChem SID: 162046716
• PubChem CID: 1491502

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.3090744
• LogD (pH = 7.4): 2.372109
• Log P: 2.372975
• Molar Refractivity: 81.4033 cm^3
• Polarizability: 31.055279 Å^3
• Polar Surface Area: 41.57 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol; Tetrahydrofuran
• Apperance: Pale Brown Solid
• Melting Point: 135 - 137°C; 136 - 137 °C; 136-137°C
• Hydrophobicity(logP): 3.186

Safety Information

• Storage Warning: Harmful/Irritant; IRRITANT
• TSCA Listed: false

Product Information

• Purity: > 95%; >95%; 95%; 95+%

DETAILS

Toronto Research Chemicals - B807000

Intermediate in the preparation of Fentanyl derivatives.

REFERENCES

• Thoma, G., et al.: Bioorg. Med. Chem. Lett., 18, 2000 (2008)
• Le Bourdonnec, B., et al.: Bioorg. Med. Chem. Lett., 18, 336 (2008)