(2S,4S)-1-[(tert-butoxy)carbonyl]-4-(2,5-difluorophenoxy)pyrrolidine-2-carboxylic acid

• ChemBase ID: 21271
• Molecular Formular: C16H19F2NO5
• Molecular Mass: 343.3225664
• Monoisotopic Mass: 343.12312915
• SMILES: N1(C(=O)OC(C)(C)C)[C@H](C(=O)O)C[C@@H](C1)Oc1cc(ccc1F)F
• Canonical SMILES: Fc1ccc(c(c1)O[C@H]1C[C@H](N(C1)C(=O)OC(C)(C)C)C(=O)O)F
• InChI: InChI=1S/C16H19F2NO5/c1-16(2,3)24-15(22)19-8-10(7-12(19)14(20)21)23-13-6-9(17)4-5-11(13)18/h4-6,10,12H,7-8H2,1-3H3,(H,20,21)/t10-,12-/m0/s1
• InChIKey: JNFRPDDWUFDMJO-JQWIXIFHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4S)-1-[(tert-butoxy)carbonyl]-4-(2,5-difluorophenoxy)pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S,4S)-1-(tert-butoxycarbonyl)-4-(2,5-difluorophenoxy)pyrrolidine-2-carboxylic acid
• Synonyms: (2S,4S)-1-(tert-Butoxycarbonyl)-4-(2,5-difluoro-phenoxy)-2-pyrrolidinecarboxylic acid

Database IDs

• MDL Number: MFCD08687095
• PubChem SID: 160984578
• PubChem CID: 24902599

CALCULATED PROPERTIES

• Acid pKa: 3.5602818
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.7242585
• LogD (pH = 7.4): -0.69858146
• Log P: 2.6579096
• Molar Refractivity: 79.07 cm^3
• Polarizability: 30.711073 Å^3
• Polar Surface Area: 76.07 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false