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

• ChemBase ID: 38930
• Molecular Formular: C15H18F3NO4
• Molecular Mass: 333.3029296
• Monoisotopic Mass: 333.11879272
• SMILES: c1cc(c(cc1)C[C@@H](C(=O)O)NC(=O)OC(C)(C)C)C(F)(F)F
• Canonical SMILES: O=C(OC(C)(C)C)N[C@H](C(=O)O)Cc1ccccc1C(F)(F)F
• InChI: InChI=1S/C15H18F3NO4/c1-14(2,3)23-13(22)19-11(12(20)21)8-9-6-4-5-7-10(9)15(16,17)18/h4-7,11H,8H2,1-3H3,(H,19,22)(H,20,21)/t11-/m0/s1
• InChIKey: XKMOOODKNPYTEE-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-[2-(trifluoromethyl)phenyl]propanoic acid
• IUPAC Traditional name: (2S)-2-[(tert-butoxycarbonyl)amino]-3-[2-(trifluoromethyl)phenyl]propanoic acid
• Synonyms: (2R)-2-[(tert-Butoxycarbonyl)amino]-3-[2-(trifluoromethyl)phenyl]propanoic acid; 2-(Trifluoromethyl)-D-phenylalanine, N-BOC protected; Boc-2-(trifluoromethyl)-L-phenylalanine; Boc-Phe(2-CF3)-OH; Boc-2-(trifluoromethyl)-L-phenylalanine; Boc-2-(三氟甲基)-L-苯丙氨酸

Database IDs

• CAS Number: 346694-78-8; 167993-21-7
• MDL Number: MFCD01862946; MFCD01862945
• PubChem SID: 24849008; 161002237
• PubChem CID: 2761473

CALCULATED PROPERTIES

• Acid pKa: 3.9518304
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.8917807
• LogD (pH = 7.4): 0.26151368
• Log P: 3.447561
• Molar Refractivity: 75.963 cm^3
• Polarizability: 28.752922 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT; Irritant
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (TLC)
• Empirical Formula (Hill Notation): C15H18F3NO4

DETAILS

Sigma Aldrich - 15011

Packaging
1 g in poly tube