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

• ChemBase ID: 7733
• Molecular Formular: C15H18F3NO4
• Molecular Mass: 333.3029296
• Monoisotopic Mass: 333.11879272
• SMILES: O=C([C@H](Cc1ccc(cc1)C(F)(F)F)NC(=O)OC(C)(C)C)O
• Canonical SMILES: O=C(OC(C)(C)C)N[C@H](C(=O)O)Cc1ccc(cc1)C(F)(F)F
• InChI: InChI=1S/C15H18F3NO4/c1-14(2,3)23-13(22)19-11(12(20)21)8-9-4-6-10(7-5-9)15(16,17)18/h4-7,11H,8H2,1-3H3,(H,19,22)(H,20,21)/t11-/m0/s1
• InChIKey: SMVCCWNHCHCWAZ-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-[4-(trifluoromethyl)phenyl]propanoic acid
• IUPAC Traditional name: (2S)-2-[(tert-butoxycarbonyl)amino]-3-[4-(trifluoromethyl)phenyl]propanoic acid
• Synonyms: 4-(Trifluoromethyl)-L-phenylalanine, N-BOC protected; N-BOC-4-(Trifluoromethyl)-L-phenylalanine; Boc-4-(trifluoromethyl)-L-phenylalanine; Boc-Phe(4-CF3)-OH; Boc-L-4-三氟甲基苯丙氨酸

Database IDs

• CAS Number: 114873-07-3
• MDL Number: MFCD00792407
• Beilstein Number: 5617499
• PubChem SID: 24848843; 160971040
• PubChem CID: 7021025

CALCULATED PROPERTIES

• Acid pKa: 3.9518209
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.8917717
• LogD (pH = 7.4): 0.26150855
• 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

• Optical Rotation: [α]20/D +5.4±0.7°, c = 1% in methanol

Safety Information

• Storage Warning: Harmful/Irritant/Keep Cold
• 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 - 15017

Packaging
1 g in poly tube