(3R,4S)-1-[(tert-butoxy)carbonyl]-4-(4-methoxyphenyl)pyrrolidine-3-carboxylic acid

• ChemBase ID: 76091
• Molecular Formular: C17H23NO5
• Molecular Mass: 321.36822
• Monoisotopic Mass: 321.15762284
• SMILES: N1(C(=O)OC(C)(C)C)C[C@H](C(=O)O)[C@H](C1)c1ccc(cc1)OC
• Canonical SMILES: COc1ccc(cc1)[C@H]1CN(C[C@@H]1C(=O)O)C(=O)OC(C)(C)C
• InChI: InChI=1S/C17H23NO5/c1-17(2,3)23-16(21)18-9-13(14(10-18)15(19)20)11-5-7-12(22-4)8-6-11/h5-8,13-14H,9-10H2,1-4H3,(H,19,20)/t13-,14+/m1/s1
• InChIKey: ISEHHCOIDMZBSU-KGLIPLIRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4S)-1-[(tert-butoxy)carbonyl]-4-(4-methoxyphenyl)pyrrolidine-3-carboxylic acid
• IUPAC Traditional name: (3R,4S)-1-(tert-butoxycarbonyl)-4-(4-methoxyphenyl)pyrrolidine-3-carboxylic acid
• Synonyms: 1-[(tert-Butyl)oxycarbonyl]-4-(4-methoxyphenyl)pyrrolidine-3-carboxylic acid

Database IDs

• MDL Number: MFCD02089476
• PubChem SID: 162041008
• PubChem CID: 45933799

CALCULATED PROPERTIES

• Acid pKa: 4.2441635
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.9388886
• LogD (pH = 7.4): -0.7870566
• Log P: 2.2158697
• Molar Refractivity: 84.3452 cm^3
• Polarizability: 32.98786 Å^3
• Polar Surface Area: 76.07 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true