(2S,4S)-4-[2-bromo-4-(butan-2-yl)phenoxy]-1-[(tert-butoxy)carbonyl]pyrrolidine-2-carboxylic acid

• ChemBase ID: 47449
• Molecular Formular: C20H28BrNO5
• Molecular Mass: 442.34402
• Monoisotopic Mass: 441.115085
• SMILES: [C@@H]1(C[C@H](N(C1)C(=O)OC(C)(C)C)C(=O)O)Oc1ccc(cc1Br)C(C)CC
• Canonical SMILES: CCC(c1ccc(c(c1)Br)O[C@H]1C[C@H](N(C1)C(=O)OC(C)(C)C)C(=O)O)C
• InChI: InChI=1S/C20H28BrNO5/c1-6-12(2)13-7-8-17(15(21)9-13)26-14-10-16(18(23)24)22(11-14)19(25)27-20(3,4)5/h7-9,12,14,16H,6,10-11H2,1-5H3,(H,23,24)/t12?,14-,16-/m0/s1
• InChIKey: JXUIUTOZDVTVJG-DBQWNMKUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4S)-4-[2-bromo-4-(butan-2-yl)phenoxy]-1-[(tert-butoxy)carbonyl]pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S,4S)-4-[2-bromo-4-(sec-butyl)phenoxy]-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid
• Synonyms: (2S,4S)-4-[2-Bromo-4-(sec-butyl)phenoxy]-1-(tert-butoxycarbonyl)-2-pyrrolidinecarboxylic acid

Database IDs

• MDL Number: MFCD13561307
• PubChem SID: 162052212
• PubChem CID: 56831329

CALCULATED PROPERTIES

• Acid pKa: 3.059631
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.4229016
• LogD (pH = 7.4): 1.3637654
• Log P: 4.8308363
• Molar Refractivity: 105.0518 cm^3
• Polarizability: 41.263294 Å^3
• Polar Surface Area: 76.07 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false