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

• ChemBase ID: 90958
• Molecular Formular: C17H23NO4
• Molecular Mass: 305.36882
• Monoisotopic Mass: 305.16270822
• SMILES: N1(C[C@H](Cc2ccccc2)[C@H](C1)C(=O)O)C(=O)OC(C)(C)C
• Canonical SMILES: OC(=O)[C@H]1CN(C[C@@H]1Cc1ccccc1)C(=O)OC(C)(C)C
• InChI: InChI=1S/C17H23NO4/c1-17(2,3)22-16(21)18-10-13(14(11-18)15(19)20)9-12-7-5-4-6-8-12/h4-8,13-14H,9-11H2,1-3H3,(H,19,20)/t13-,14-/m0/s1
• InChIKey: XEXAQXOMAAQNNI-KBPBESRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4R)-4-benzyl-1-[(tert-butoxy)carbonyl]pyrrolidine-3-carboxylic acid
• IUPAC Traditional name: (3R,4R)-4-benzyl-1-(tert-butoxycarbonyl)pyrrolidine-3-carboxylic acid
• Synonyms: (3S,4S)-4-Benzyl-1-(tert-butoxycarbonyl)pyrrolidine-3-carboxylic acid; (3S,4S)-4-Benzylpyrrolidine-3-carboxylic acid, N-BOC protected 97%

Database IDs

• MDL Number: MFCD08056314
• PubChem SID: 162077662
• PubChem CID: 28875773

CALCULATED PROPERTIES

• Acid pKa: 4.507946
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.7851925
• LogD (pH = 7.4): 0.015564754
• Log P: 2.8181095
• Molar Refractivity: 82.483 cm^3
• Polarizability: 32.28496 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true