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

• ChemBase ID: 141832
• Molecular Formular: C14H18BrNO4
• Molecular Mass: 344.20102
• Monoisotopic Mass: 343.04192006
• SMILES: CC(C)(C)OC(=O)N[C@@H](CC(=O)O)c1ccc(cc1)Br
• Canonical SMILES: OC(=O)C[C@@H](c1ccc(cc1)Br)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C14H18BrNO4/c1-14(2,3)20-13(19)16-11(8-12(17)18)9-4-6-10(15)7-5-9/h4-7,11H,8H2,1-3H3,(H,16,19)(H,17,18)/t11-/m0/s1
• InChIKey: ZAMLGGRVTAXBHI-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-3-(4-bromophenyl)-3-{[(tert-butoxy)carbonyl]amino}propanoic acid
• IUPAC Traditional name: (3S)-3-(4-bromophenyl)-3-[(tert-butoxycarbonyl)amino]propanoic acid
• Synonyms: (S)-3-(Boc-amino)-3-(4-bromophenyl)propionic acid; Boc-4-bromo-D-β-phenylalanine; (S)-Boc-4-bromo-β-Phe-OH; BOC-(S)-3-AMINO-3-(4-BROMO-PHENYL)-PROPIONIC ACID; (S)-3-(Boc-氨基)-3-(4-溴苯基)丙酸; Boc-4-溴-D-β-苯丙氨酸; (S)-Boc-4-溴-β-Phe-OH

Database IDs

• CAS Number: 261165-06-4
• MDL Number: MFCD03419292
• PubChem SID: 24889801; 162236066
• PubChem CID: 2734491

CALCULATED PROPERTIES

• Acid pKa: 3.6828852
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.319287
• LogD (pH = 7.4): -0.17766076
• Log P: 3.1346273
• Molar Refractivity: 77.4814 cm^3
• Polarizability: 30.380821 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]/D -46.0±2.0°, c = 1 in ethanol

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (HPLC); 98%
• Linear Formula: BrC6H4CH[NHCO2C(CH3)3]CH2CO2H