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

• ChemBase ID: 9767
• Molecular Formular: C14H14F5NO4
• Molecular Mass: 355.257276
• Monoisotopic Mass: 355.08429903
• SMILES: O=C([C@@H](NC(=O)OC(C)(C)C)Cc1c(c(c(c(c1F)F)F)F)F)O
• Canonical SMILES: OC(=O)[C@H](Cc1c(F)c(F)c(c(c1F)F)F)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C14H14F5NO4/c1-14(2,3)24-13(23)20-6(12(21)22)4-5-7(15)9(17)11(19)10(18)8(5)16/h6H,4H2,1-3H3,(H,20,23)(H,21,22)/t6-/m0/s1
• InChIKey: UZDKQMIDSLETST-LURJTMIESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(pentafluorophenyl)propanoic acid
• IUPAC Traditional name: (2S)-2-[(tert-butoxycarbonyl)amino]-3-(pentafluorophenyl)propanoic acid
• Synonyms: BOC-L-Pentafluorophenylalanine; (S)-2-(Boc-amino)-3-(pentafluorophenyl)propionic acid; Boc-pentafluoro-L-phenylalanine; (2R)-2-[(tert-Butoxycarbonyl)amino]-3-(pentafluorophenyl)propanoic acid; D-Pentafluorophenylalanine, N-BOC protected; (S)-2-(Boc-氨基)-3-(五氟苯基)丙酸; Boc-L-五氟苯丙氨酸

Database IDs

• CAS Number: 34702-60-8; 136207-26-6
• MDL Number: MFCD00151893
• PubChem SID: 160973074
• PubChem CID: 7015817

CALCULATED PROPERTIES

• Acid pKa: 2.786395
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.6305317
• LogD (pH = 7.4): -0.21212834
• Log P: 3.2832222
• Molar Refractivity: 71.0713 cm^3
• Polarizability: 26.645536 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• 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% (HPLC)
• Empirical Formula (Hill Notation): C14H14F5NO4

DETAILS

Sigma Aldrich - 670138

Packaging
1 g in poly tube