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

• ChemBase ID: 21225
• Molecular Formular: C16H20BrNO5
• Molecular Mass: 386.2377
• Monoisotopic Mass: 385.05248475
• SMILES: N1(C(=O)OC(C)(C)C)[C@H](C(=O)O)C[C@@H](C1)Oc1ccc(Br)cc1
• Canonical SMILES: Brc1ccc(cc1)O[C@H]1C[C@H](N(C1)C(=O)OC(C)(C)C)C(=O)O
• InChI: InChI=1S/C16H20BrNO5/c1-16(2,3)23-15(21)18-9-12(8-13(18)14(19)20)22-11-6-4-10(17)5-7-11/h4-7,12-13H,8-9H2,1-3H3,(H,19,20)/t12-,13-/m0/s1
• InChIKey: YKOUHSOOTWRBHO-STQMWFEESA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• MDL Number: MFCD08687052
• PubChem SID: 160984532
• PubChem CID: 26192633

CALCULATED PROPERTIES

• Acid pKa: 3.146115
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.81351537
• LogD (pH = 7.4): -0.31319132
• Log P: 3.1412582
• Molar Refractivity: 86.26 cm^3
• Polarizability: 34.060947 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