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

• ChemBase ID: 21232
• Molecular Formular: C22H25NO6
• Molecular Mass: 399.437
• Monoisotopic Mass: 399.16818753
• SMILES: N1(C(=O)OC(C)(C)C)[C@H](C(=O)O)C[C@@H](C1)Oc1ccc(Oc2ccccc2)cc1
• Canonical SMILES: O=C(N1C[C@H](C[C@H]1C(=O)O)Oc1ccc(cc1)Oc1ccccc1)OC(C)(C)C
• InChI: InChI=1S/C22H25NO6/c1-22(2,3)29-21(26)23-14-18(13-19(23)20(24)25)28-17-11-9-16(10-12-17)27-15-7-5-4-6-8-15/h4-12,18-19H,13-14H2,1-3H3,(H,24,25)/t18-,19-/m0/s1
• InChIKey: ZMGVAABUFOBWGJ-OALUTQOASA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• MDL Number: MFCD08687137
• PubChem SID: 160984539
• PubChem CID: 26192647

CALCULATED PROPERTIES

• Acid pKa: 3.4956393
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.8769261
• LogD (pH = 7.4): 0.4961097
• Log P: 3.8727927
• Molar Refractivity: 104.878 cm^3
• Polarizability: 41.460472 Å^3
• Polar Surface Area: 85.3 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false