(2R)-4-benzyl-1-[(benzyloxy)carbonyl]pyrrolidine-2-carboxylic acid

• ChemBase ID: 88923
• Molecular Formular: C20H21NO4
• Molecular Mass: 339.38504
• Monoisotopic Mass: 339.14705816
• SMILES: N1([C@H](CC(C1)Cc1ccccc1)C(=O)O)C(=O)OCc1ccccc1
• Canonical SMILES: OC(=O)[C@H]1CC(CN1C(=O)OCc1ccccc1)Cc1ccccc1
• InChI: InChI=1S/C20H21NO4/c22-19(23)18-12-17(11-15-7-3-1-4-8-15)13-21(18)20(24)25-14-16-9-5-2-6-10-16/h1-10,17-18H,11-14H2,(H,22,23)/t17?,18-/m1/s1
• InChIKey: KOJYRKKMDHAISI-QRWMCTBCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-4-benzyl-1-[(benzyloxy)carbonyl]pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2R)-4-benzyl-1-[(benzyloxy)carbonyl]pyrrolidine-2-carboxylic acid
• Synonyms: 4-Benzyl-L-proline, N-CBZ protected; 4-Benzyl-1-[(benzyloxy)carbonyl]-2-carboxypyrrolidine; (2S)-4-Benzylpyrrolidine-2-carboxylic acid, N-CBZ protected

Database IDs

• PubChem SID: 162104678
• PubChem CID: 71300051

CALCULATED PROPERTIES

• Acid pKa: 3.936675
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.2295446
• LogD (pH = 7.4): 0.60565287
• Log P: 3.7999105
• Molar Refractivity: 93.034 cm^3
• Polarizability: 36.336193 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: Harmful/Irritant