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

• ChemBase ID: 47578
• Molecular Formular: C24H27NO7
• Molecular Mass: 441.47368
• Monoisotopic Mass: 441.17875221
• SMILES: [C@@H]1(C[C@H](N(C1)C(=O)OC(C)(C)C)C(=O)O)Oc1ccc(cc1)C(=O)OCc1ccccc1
• Canonical SMILES: O=C(c1ccc(cc1)O[C@H]1C[C@H](N(C1)C(=O)OC(C)(C)C)C(=O)O)OCc1ccccc1
• InChI: InChI=1S/C24H27NO7/c1-24(2,3)32-23(29)25-14-19(13-20(25)21(26)27)31-18-11-9-17(10-12-18)22(28)30-15-16-7-5-4-6-8-16/h4-12,19-20H,13-15H2,1-3H3,(H,26,27)/t19-,20-/m0/s1
• InChIKey: HOWFOCUHBKIWEG-PMACEKPBSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• MDL Number: MFCD13561435
• PubChem SID: 162052341
• PubChem CID: 56831504

CALCULATED PROPERTIES

• Acid pKa: 3.5029035
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.1115725
• LogD (pH = 7.4): 0.72593945
• Log P: 4.1004558
• Molar Refractivity: 115.2751 cm^3
• Polarizability: 45.164783 Å^3
• Polar Surface Area: 102.37 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false