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

• ChemBase ID: 47530
• Molecular Formular: C16H20BrNO5
• Molecular Mass: 386.2377
• Monoisotopic Mass: 385.05248475
• SMILES: [C@@H]1(C[C@H](N(C1)C(=O)OC(C)(C)C)C(=O)O)Oc1ccccc1Br
• Canonical SMILES: O=C(N1C[C@H](C[C@H]1C(=O)O)Oc1ccccc1Br)OC(C)(C)C
• InChI: InChI=1S/C16H20BrNO5/c1-16(2,3)23-15(21)18-9-10(8-12(18)14(19)20)22-13-7-5-4-6-11(13)17/h4-7,10,12H,8-9H2,1-3H3,(H,19,20)/t10-,12-/m0/s1
• InChIKey: HVVBIRKDQLEGAX-JQWIXIFHSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• MDL Number: MFCD13561388
• PubChem SID: 162052293
• PubChem CID: 56831447

CALCULATED PROPERTIES

• Acid pKa: 3.1203518
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.78951997
• LogD (pH = 7.4): -0.31717756
• Log P: 3.1412582
• Molar Refractivity: 86.26 cm^3
• Polarizability: 34.068142 Å^3
• Polar Surface Area: 76.07 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false