tert-butyl (3S)-3-(tert-butylcarbamoyl)piperazine-1-carboxylate

• ChemBase ID: 163234
• Molecular Formular: C14H27N3O3
• Molecular Mass: 285.38248
• Monoisotopic Mass: 285.20524174
• SMILES: C1N(C[C@H](NC1)C(=O)NC(C)(C)C)C(=O)OC(C)(C)C
• Canonical SMILES: O=C(N1CCN[C@@H](C1)C(=O)NC(C)(C)C)OC(C)(C)C
• InChI: InChI=1S/C14H27N3O3/c1-13(2,3)16-11(18)10-9-17(8-7-15-10)12(19)20-14(4,5)6/h10,15H,7-9H2,1-6H3,(H,16,18)/t10-/m0/s1
• InChIKey: NASIOHFAYPRIAC-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl (3S)-3-(tert-butylcarbamoyl)piperazine-1-carboxylate
• IUPAC Traditional name: tert-butyl (3S)-3-(tert-butylcarbamoyl)piperazine-1-carboxylate
• Synonyms: (3S)-3-[[(1,1-Dimethylethyl)amino]carbonyl]-1-piperazinecarboxylic Acid 1,1-Dimethylethyl Ester; (S)-2-tert-Butylcarboxamide-4-tert-butoxycarbonylpiperazine

Database IDs

• CAS Number: 150323-35-6
• PubChem SID: 162257369
• PubChem CID: 9882310

CALCULATED PROPERTIES

• Acid pKa: 15.4812975
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.18243866
• LogD (pH = 7.4): 0.67872256
• Log P: 0.7150189
• Molar Refractivity: 76.7983 cm^3
• Polarizability: 30.446735 Å^3
• Polar Surface Area: 70.67 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B690470

An intermediate in the synthesis of Indinavir.