methyl (2R)-2-{[(tert-butoxy)carbonyl]amino}-3-(4-nitrophenyl)propanoate

• ChemBase ID: 162622
• Molecular Formular: C15H20N2O6
• Molecular Mass: 324.3291
• Monoisotopic Mass: 324.13213637
• SMILES: c1cc(ccc1C[C@H](C(=O)OC)NC(=O)OC(C)(C)C)[N+](=O)[O-]
• Canonical SMILES: COC(=O)[C@@H](Cc1ccc(cc1)[N+](=O)[O-])NC(=O)OC(C)(C)C
• InChI: InChI=1S/C15H20N2O6/c1-15(2,3)23-14(19)16-12(13(18)22-4)9-10-5-7-11(8-6-10)17(20)21/h5-8,12H,9H2,1-4H3,(H,16,19)/t12-/m1/s1
• InChIKey: OIPSJKHEYTWZBQ-GFCCVEGCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2R)-2-{[(tert-butoxy)carbonyl]amino}-3-(4-nitrophenyl)propanoate
• IUPAC Traditional name: methyl (2R)-2-[(tert-butoxycarbonyl)amino]-3-(4-nitrophenyl)propanoate
• Synonyms: N-(tert-Butoxycarbonyl)-4-nitro-L-phenylalanine Methyl Ester; N-[(1,1-Dimethylethoxy)carbonyl]-4-nitro-L-phenylalanine Methyl Ester; Methyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-(4-nitrophenyl)propanoate; N-Boc-4-nitro-L-phenylalanine Methyl Ester

Database IDs

• CAS Number: 65615-89-6
• PubChem SID: 162256757
• PubChem CID: 15515970

CALCULATED PROPERTIES

• Acid pKa: 12.693264
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.6555908
• LogD (pH = 7.4): 2.6555886
• Log P: 2.6555908
• Molar Refractivity: 82.0831 cm^3
• Polarizability: 31.539248 Å^3
• Polar Surface Area: 110.45 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Diethyl Ether; Ethyl Acetate
• Apperance: White Solid