(2S,4S)-1-[(tert-butoxy)carbonyl]-4-(3-chloro-4-fluorophenoxy)pyrrolidine-2-carboxylic acid

• ChemBase ID: 21213
• Molecular Formular: C16H19ClFNO5
• Molecular Mass: 359.7771632
• Monoisotopic Mass: 359.09357861
• SMILES: N1(C(=O)OC(C)(C)C)[C@H](C(=O)O)C[C@@H](C1)Oc1cc(c(cc1)F)Cl
• Canonical SMILES: O=C(N1C[C@H](C[C@H]1C(=O)O)Oc1ccc(c(c1)Cl)F)OC(C)(C)C
• InChI: InChI=1S/C16H19ClFNO5/c1-16(2,3)24-15(22)19-8-10(7-13(19)14(20)21)23-9-4-5-12(18)11(17)6-9/h4-6,10,13H,7-8H2,1-3H3,(H,20,21)/t10-,13-/m0/s1
• InChIKey: BBOHNDQEUQYPLA-GWCFXTLKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4S)-1-[(tert-butoxy)carbonyl]-4-(3-chloro-4-fluorophenoxy)pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S,4S)-1-(tert-butoxycarbonyl)-4-(3-chloro-4-fluorophenoxy)pyrrolidine-2-carboxylic acid
• Synonyms: (2S,4S)-1-(tert-Butoxycarbonyl)-4-(3-chloro-4-fluorophenoxy)-2-pyrrolidinecarboxylic acid

Database IDs

• MDL Number: MFCD08687079
• PubChem SID: 160984520
• PubChem CID: 26192609

CALCULATED PROPERTIES

• Acid pKa: 3.5514078
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.1770518
• LogD (pH = 7.4): -0.24013376
• Log P: 3.1192522
• Molar Refractivity: 83.6584 cm^3
• Polarizability: 32.892044 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