(2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(4-phenylphenyl)propanoic acid

• ChemBase ID: 77322
• Molecular Formular: C20H23NO4
• Molecular Mass: 341.40092
• Monoisotopic Mass: 341.16270822
• SMILES: N(C(=O)OC(C)(C)C)[C@@H](Cc1ccc(cc1)c1ccccc1)C(=O)O
• Canonical SMILES: OC(=O)[C@H](Cc1ccc(cc1)c1ccccc1)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C20H23NO4/c1-20(2,3)25-19(24)21-17(18(22)23)13-14-9-11-16(12-10-14)15-7-5-4-6-8-15/h4-12,17H,13H2,1-3H3,(H,21,24)(H,22,23)/t17-/m0/s1
• InChIKey: NBVVKAUSAGHTSU-KRWDZBQOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(4-phenylphenyl)propanoic acid
• IUPAC Traditional name: (2S)-2-[(tert-butoxycarbonyl)amino]-3-(4-phenylphenyl)propanoic acid
• Synonyms: 4-Phenyl-D-phenylalanine, N-BOC protected; Boc-Bip-OH; (S)-2-(Boc-amino)-3-(4-biphenylyl)propionic acid; Boc-4-phenyl-L-phenylalanine; Boc-4-phenyl-Phe-OH; (S)-2-(Boc-氨基)-3-(4-联苯基)丙酸; Boc-4-苯基-L-苯丙氨酸

Database IDs

• CAS Number: 128779-47-5; 147923-08-8
• MDL Number: MFCD00191185; MFCD00191184
• PubChem SID: 24870193; 162042195
• PubChem CID: 2761796

CALCULATED PROPERTIES

• Acid pKa: 4.1044316
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.8074236
• LogD (pH = 7.4): 1.1207896
• Log P: 4.216938
• Molar Refractivity: 95.1255 cm^3
• Polarizability: 38.413227 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 103-107 °C(lit.)
• Optical Rotation: [α]22/D +21°, c = 2 in methanol

Safety Information

• Storage Warning: Irritant
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 63
• Safety Statements: 36/37
• GHS Pictograms: GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H361d
• GHS Precautionary statements: P281

Product Information

• Purity: 97%
• Linear Formula: C6H5C6H4CH2CH[NHCO2C(CH3)3]CO2H

DETAILS

Sigma Aldrich - 464546

Packaging
1 g in glass bottle
250 mg in glass bottle