(2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-[4-(trifluoromethyl)phenyl]propanoic acid

• ChemBase ID: 39069
• Molecular Formular: C25H20F3NO4
• Molecular Mass: 455.4258096
• Monoisotopic Mass: 455.13444279
• SMILES: c1(ccc(cc1)C[C@@H](C(=O)O)NC(=O)OCC1c2c(c3c1cccc3)cccc2)C(F)(F)F
• Canonical SMILES: O=C(N[C@H](C(=O)O)Cc1ccc(cc1)C(F)(F)F)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C25H20F3NO4/c26-25(27,28)16-11-9-15(10-12-16)13-22(23(30)31)29-24(32)33-14-21-19-7-3-1-5-17(19)18-6-2-4-8-20(18)21/h1-12,21-22H,13-14H2,(H,29,32)(H,30,31)/t22-/m0/s1
• InChIKey: YMEGJWTUWMVZPD-QFIPXVFZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-[4-(trifluoromethyl)phenyl]propanoic acid
• IUPAC Traditional name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-[4-(trifluoromethyl)phenyl]propanoic acid
• Synonyms: Fmoc-4-(trifluoromethyl)-L-phenylalanine; Fmoc-Phe(4-CF3)-OH; Fmoc-4-(trifluoromethyl)-L-phenylalanine; 4-(Trifluoromethyl)-D-phenylalanine, N-FMOC protected; Fmoc-4-(三氟甲基)-L-苯丙氨酸

Database IDs

• CAS Number: 247113-86-6; 238742-88-6
• MDL Number: MFCD00797582; MFCD00797581
• PubChem SID: 161002376; 24871496
• PubChem CID: 7021069

CALCULATED PROPERTIES

• Acid pKa: 4.0135717
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 4.083036
• LogD (pH = 7.4): 2.4282565
• Log P: 5.579492
• Molar Refractivity: 115.1698 cm^3
• Polarizability: 44.564495 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 127-130 °C
• Optical Rotation: [α]/D -37±2°, c = 1 in DMF

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
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97% (HPLC)
• Empirical Formula (Hill Notation): C25H20F3NO4

DETAILS

Sigma Aldrich - 47835

Packaging
1 g in poly tube