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

• ChemBase ID: 16228
• Molecular Formular: C17H24N2O4
• Molecular Mass: 320.38346
• Monoisotopic Mass: 320.17360726
• SMILES: [C@H]1([C@H](CN(C1)Cc1ccccc1)C(=O)O)NC(=O)OC(C)(C)C
• Canonical SMILES: O=C(OC(C)(C)C)N[C@H]1CN(C[C@@H]1C(=O)O)Cc1ccccc1
• InChI: InChI=1S/C17H24N2O4/c1-17(2,3)23-16(22)18-14-11-19(10-13(14)15(20)21)9-12-7-5-4-6-8-12/h4-8,13-14H,9-11H2,1-3H3,(H,18,22)(H,20,21)/t13-,14-/m0/s1
• InChIKey: XQJFVIAIJBWDBL-KBPBESRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4R)-1-benzyl-4-{[(tert-butoxy)carbonyl]amino}pyrrolidine-3-carboxylic acid
• IUPAC Traditional name: (3S,4R)-1-benzyl-4-[(tert-butoxycarbonyl)amino]pyrrolidine-3-carboxylic acid
• Synonyms: trans-racemic-1-Benzyl-4-tert-butoxycarbonylamino-pyrrolidine-3-carboxylic acid

Database IDs

• CAS Number: 628725-28-0
• MDL Number: MFCD06658995
• PubChem SID: 160979535
• PubChem CID: 17998777

CALCULATED PROPERTIES

• Acid pKa: 3.5346122
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.55541366
• LogD (pH = 7.4): -0.5880983
• Log P: -0.5538136
• Molar Refractivity: 85.9656 cm^3
• Polarizability: 33.81207 Å^3
• Polar Surface Area: 78.87 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 198.1-198.6°C

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false