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

• ChemBase ID: 21234
• Molecular Formular: C23H27NO6
• Molecular Mass: 413.46358
• Monoisotopic Mass: 413.18383759
• SMILES: N1(C(=O)OC(C)(C)C)[C@H](C(=O)O)C[C@@H](C1)Oc1ccc(OCc2ccccc2)cc1
• Canonical SMILES: O=C(N1C[C@H](C[C@H]1C(=O)O)Oc1ccc(cc1)OCc1ccccc1)OC(C)(C)C
• InChI: InChI=1S/C23H27NO6/c1-23(2,3)30-22(27)24-14-19(13-20(24)21(25)26)29-18-11-9-17(10-12-18)28-15-16-7-5-4-6-8-16/h4-12,19-20H,13-15H2,1-3H3,(H,25,26)/t19-,20-/m0/s1
• InChIKey: XWJPHAPIBLOONE-PMACEKPBSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• MDL Number: MFCD08686874
• PubChem SID: 160984541
• PubChem CID: 26192651

CALCULATED PROPERTIES

• Acid pKa: 3.5198865
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.9667598
• LogD (pH = 7.4): 0.5699569
• Log P: 3.9393075
• Molar Refractivity: 109.713 cm^3
• Polarizability: 43.23647 Å^3
• Polar Surface Area: 85.3 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false