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

• ChemBase ID: 21237
• Molecular Formular: C22H25NO5
• Molecular Mass: 383.4376
• Monoisotopic Mass: 383.17327291
• SMILES: N1(C(=O)OC(C)(C)C)[C@H](C(=O)O)C[C@@H](C1)Oc1ccc(c2ccccc2)cc1
• Canonical SMILES: O=C(N1C[C@H](C[C@H]1C(=O)O)Oc1ccc(cc1)c1ccccc1)OC(C)(C)C
• InChI: InChI=1S/C22H25NO5/c1-22(2,3)28-21(26)23-14-18(13-19(23)20(24)25)27-17-11-9-16(10-12-17)15-7-5-4-6-8-15/h4-12,18-19H,13-14H2,1-3H3,(H,24,25)/t18-,19-/m0/s1
• InChIKey: RNJAAPCHTADLSB-OALUTQOASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4S)-1-[(tert-butoxy)carbonyl]-4-(4-phenylphenoxy)pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S,4S)-1-(tert-butoxycarbonyl)-4-(4-phenylphenoxy)pyrrolidine-2-carboxylic acid
• Synonyms: (2S,4S)-4-([1,1'-Biphenyl]-4-yloxy)-1-(tert-butoxycarbonyl)-2-pyrrolidinecarboxylic acid

Database IDs

• MDL Number: MFCD08686929
• PubChem SID: 160984544
• PubChem CID: 26192657

CALCULATED PROPERTIES

• Acid pKa: 3.8743477
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.3893013
• LogD (pH = 7.4): 0.79307574
• Log P: 4.019731
• Molar Refractivity: 103.7734 cm^3
• Polarizability: 42.040382 Å^3
• Polar Surface Area: 76.07 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false