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

• ChemBase ID: 38942
• Molecular Formular: C15H18F3NO4
• Molecular Mass: 333.3029296
• Monoisotopic Mass: 333.11879272
• SMILES: c1c(cc(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)Cc1cccc(c1)C(F)(F)F
• InChI: InChI=1S/C15H18F3NO4/c1-14(2,3)23-13(22)19-11(12(20)21)8-9-5-4-6-10(7-9)15(16,17)18/h4-7,11H,8H2,1-3H3,(H,19,22)(H,20,21)/t11-/m1/s1
• InChIKey: SHMWDGGGZHFFRC-LLVKDONJSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 82317-82-6; 142995-31-1
• MDL Number: MFCD00672524; MFCD00672525
• Beilstein Number: 5133890
• PubChem SID: 24848837; 161002249
• PubChem CID: 2736197

CALCULATED PROPERTIES

• Acid pKa: 3.9518223
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.8917729
• LogD (pH = 7.4): 0.2615092
• Log P: 3.447561
• Molar Refractivity: 75.963 cm^3
• Polarizability: 28.752914 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 135-138 °C; 135-138°C
• Optical Rotation: [α]20/D -7.0±0.5°, c = 1% in methanol

Safety Information

• Storage Warning: Harmful/Irritant/Keep Cold; 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 - 15012

Packaging
1, 5 g in poly bottle