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

• ChemBase ID: 21208
• Molecular Formular: C19H25NO5
• Molecular Mass: 347.4055
• Monoisotopic Mass: 347.17327291
• SMILES: N1(C(=O)OC(C)(C)C)[C@H](C(=O)O)C[C@@H](C1)Oc1c(CC=C)cccc1
• Canonical SMILES: C=CCc1ccccc1O[C@H]1C[C@H](N(C1)C(=O)OC(C)(C)C)C(=O)O
• InChI: InChI=1S/C19H25NO5/c1-5-8-13-9-6-7-10-16(13)24-14-11-15(17(21)22)20(12-14)18(23)25-19(2,3)4/h5-7,9-10,14-15H,1,8,11-12H2,2-4H3,(H,21,22)/t14-,15-/m0/s1
• InChIKey: VAWBHMZSAODRNW-GJZGRUSLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4S)-1-[(tert-butoxy)carbonyl]-4-[2-(prop-2-en-1-yl)phenoxy]pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S,4S)-1-(tert-butoxycarbonyl)-4-[2-(prop-2-en-1-yl)phenoxy]pyrrolidine-2-carboxylic acid
• Synonyms: (2S,4S)-4-(2-Allylphenoxy)-1-(tert-butoxycarbonyl) -2-pyrrolidinecarboxylic acid

Database IDs

• MDL Number: MFCD08686771
• PubChem SID: 160984515
• PubChem CID: 26192599

CALCULATED PROPERTIES

• Acid pKa: 3.8161023
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.7844316
• LogD (pH = 7.4): 0.21616271
• Log P: 3.4710765
• Molar Refractivity: 92.9245 cm^3
• Polarizability: 36.40964 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