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

• ChemBase ID: 163149
• Molecular Formular: C21H26N2O5
• Molecular Mass: 386.44154
• Monoisotopic Mass: 386.18417194
• SMILES: c1c(ccc(c1)CCN(C[C@@H](c1ccccc1)O)C(=O)OC(C)(C)C)[N+](=O)[O-]
• Canonical SMILES: O[C@H](c1ccccc1)CN(C(=O)OC(C)(C)C)CCc1ccc(cc1)[N+](=O)[O-]
• InChI: InChI=1S/C21H26N2O5/c1-21(2,3)28-20(25)22(15-19(24)17-7-5-4-6-8-17)14-13-16-9-11-18(12-10-16)23(26)27/h4-12,19,24H,13-15H2,1-3H3/t19-/m0/s1
• InChIKey: CZXVZFSVMHLZMY-IBGZPJMESA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 223673-35-6
• PubChem SID: 162257284
• PubChem CID: 46193353

CALCULATED PROPERTIES

• Acid pKa: 14.088238
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 4.1375713
• LogD (pH = 7.4): 4.1375713
• Log P: 4.1375713
• Molar Refractivity: 106.9559 cm^3
• Polarizability: 40.88129 Å^3
• Polar Surface Area: 95.59 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Yellow Semi-Solid

DETAILS

Toronto Research Chemicals - B690175

Mirabegron intermediate.

REFERENCES

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