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

• ChemBase ID: 21250
• Molecular Formular: C20H23NO5
• Molecular Mass: 357.40032
• Monoisotopic Mass: 357.15762284
• SMILES: N1(C(=O)OC(C)(C)C)[C@H](C(=O)O)C[C@@H](C1)Oc1c2c(ccc1)cccc2
• Canonical SMILES: O=C(N1C[C@H](C[C@H]1C(=O)O)Oc1cccc2c1cccc2)OC(C)(C)C
• InChI: InChI=1S/C20H23NO5/c1-20(2,3)26-19(24)21-12-14(11-16(21)18(22)23)25-17-10-6-8-13-7-4-5-9-15(13)17/h4-10,14,16H,11-12H2,1-3H3,(H,22,23)/t14-,16-/m0/s1
• InChIKey: VRFFYFYANPROIL-HOCLYGCPSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• MDL Number: MFCD08687133
• PubChem SID: 160984557
• PubChem CID: 26192684

CALCULATED PROPERTIES

• Acid pKa: 3.9296262
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.7848295
• LogD (pH = 7.4): 0.16394898
• Log P: 3.3619823
• Molar Refractivity: 95.0874 cm^3
• Polarizability: 38.606163 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