tert-butyl 4-[(2H5)phenylamino]piperidine-1-carboxylate

• ChemBase ID: 163517
• Molecular Formular: C16H24N2O2
• Molecular Mass: 276.37396
• Monoisotopic Mass: 276.18377802
• SMILES: C1C(CCN(C1)C(=O)OC(C)(C)C)Nc1ccccc1
• 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-[(^2H₅)phenylamino]piperidine-1-carboxylate
• IUPAC Traditional name: tert-butyl 4-[(^2H₅)phenylamino]piperidine-1-carboxylate
• Synonyms: 4-(Phenylamino)-1-piperidinecarboxylic Acid-d5 1,1-Dimethylethyl Ester; 4-Phenylaminopiperidine-1-carboxylic Acid-d5 tert-Butyl Ester; 1-(tert-Butyloxycarbonyl)-4-(phenylamino)piperidine-d5; N-tert-Butoxycarbonyl-4-anilinopiperidine-d5

Database IDs

• PubChem SID: 162257652
• PubChem CID: 71314467

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: 31.076174 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
• Apperance: Pale Brown Solid

DETAILS

Toronto Research Chemicals - B807002

Intermediate in the preparation of labelled 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)