tert-butyl N-[2-(4-aminophenyl)ethyl]-N-[(2R)-2-hydroxy-2-phenylethyl]carbamate

• ChemBase ID: 163150
• Molecular Formular: C21H28N2O3
• Molecular Mass: 356.45862
• Monoisotopic Mass: 356.20999277
• SMILES: c1c(ccc(c1)CCN(C[C@@H](c1ccccc1)O)C(=O)OC(C)(C)C)N
• Canonical SMILES: Nc1ccc(cc1)CCN(C(=O)OC(C)(C)C)C[C@@H](c1ccccc1)O
• InChI: InChI=1S/C21H28N2O3/c1-21(2,3)26-20(25)23(14-13-16-9-11-18(22)12-10-16)15-19(24)17-7-5-4-6-8-17/h4-12,19,24H,13-15,22H2,1-3H3/t19-/m0/s1
• InChIKey: CBVMLUHTBIZQRL-IBGZPJMESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[2-(4-aminophenyl)ethyl]-N-[(2R)-2-hydroxy-2-phenylethyl]carbamate
• IUPAC Traditional name: tert-butyl N-[2-(4-aminophenyl)ethyl]-N-[(2R)-2-hydroxy-2-phenylethyl]carbamate
• Synonyms: [2-(4-Aminophenyl)ethyl][(2R)-2-hydroxy-2-phenylethyl]carbamic Acid 1,1-Dimethylethyl Ester; (N-tert-Butoxycarbonyl-N-[(1'R)-hydroxy-1-phenyl)ethyl])-4-aminophenylethylamine

Database IDs

• CAS Number: 223673-36-7
• PubChem SID: 162257285
• PubChem CID: 46193354

CALCULATED PROPERTIES

• Acid pKa: 14.088238
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.3472688
• LogD (pH = 7.4): 3.368385
• Log P: 3.3686612
• Molar Refractivity: 104.3316 cm^3
• Polarizability: 40.15163 Å^3
• Polar Surface Area: 75.79 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Brown Semi-Solid

DETAILS

Toronto Research Chemicals - B690180

Mirabegron intermediate.

REFERENCES

• Perrone, M., et al.: ChemMedChem, 4, 2080 (2009)