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

• ChemBase ID: 47519
• Molecular Formular: C16H19ClN2O7
• Molecular Mass: 386.78426
• Monoisotopic Mass: 386.08807864
• SMILES: [C@@H]1(C[C@H](N(C1)C(=O)OC(C)(C)C)C(=O)O)Oc1ccc(cc1[N+](=O)[O-])Cl
• Canonical SMILES: Clc1ccc(c(c1)[N+](=O)[O-])O[C@H]1C[C@H](N(C1)C(=O)OC(C)(C)C)C(=O)O
• InChI: InChI=1S/C16H19ClN2O7/c1-16(2,3)26-15(22)18-8-10(7-12(18)14(20)21)25-13-5-4-9(17)6-11(13)19(23)24/h4-6,10,12H,7-8H2,1-3H3,(H,20,21)/t10-,12-/m0/s1
• InChIKey: DDTWMSMYKRDNQC-JQWIXIFHSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• MDL Number: MFCD13561377
• PubChem SID: 162052282
• PubChem CID: 56831433

CALCULATED PROPERTIES

• Acid pKa: 3.1488307
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 0.59132576
• LogD (pH = 7.4): -0.53748316
• Log P: 2.9165344
• Molar Refractivity: 90.7667 cm^3
• Polarizability: 35.108498 Å^3
• Polar Surface Area: 121.89 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false