(2R,3S,5S)-1-[(benzyloxy)carbonyl]-5-[(tert-butoxy)carbonyl]-5-(2-methylpropyl)-2-(thiophen-2-yl)pyrrolidine-3-carboxylic acid

• ChemBase ID: 280871
• Molecular Formular: C26H33NO6S
• Molecular Mass: 487.60832
• Monoisotopic Mass: 487.20285878
• SMILES: N1([C@](C(=O)OC(C)(C)C)(C[C@@H]([C@@H]1c1sccc1)C(=O)O)CC(C)C)C(=O)OCc1ccccc1
• Canonical SMILES: CC(C[C@]1(C[C@@H]([C@@H](N1C(=O)OCc1ccccc1)c1cccs1)C(=O)O)C(=O)OC(C)(C)C)C
• InChI: InChI=1S/C26H33NO6S/c1-17(2)14-26(23(30)33-25(3,4)5)15-19(22(28)29)21(20-12-9-13-34-20)27(26)24(31)32-16-18-10-7-6-8-11-18/h6-13,17,19,21H,14-16H2,1-5H3,(H,28,29)/t19-,21+,26-/m0/s1
• InChIKey: QRIIXUGYDMKDTN-UTAZYMRLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,5S)-1-[(benzyloxy)carbonyl]-5-[(tert-butoxy)carbonyl]-5-(2-methylpropyl)-2-(thiophen-2-yl)pyrrolidine-3-carboxylic acid
• IUPAC Traditional name: (2R,3S,5S)-1-[(benzyloxy)carbonyl]-5-(tert-butoxycarbonyl)-5-(2-methylpropyl)-2-(thiophen-2-yl)pyrrolidine-3-carboxylic acid
• Synonyms: 1,2,4-pyrrolidinetricarboxylic acid, 2-(2-methylpropyl)-5-(2-thienyl)-, 2-(1,1-dimethylethyl) 1-(phenylmethyl) ester, (2S,4S,5R)-

Database IDs

• MDL Number: MFCD09971726
• PubChem SID: 180666402
• PubChem CID: 25324671

CALCULATED PROPERTIES

• Acid pKa: 4.7391396
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 4.989488
• LogD (pH = 7.4): 3.2123828
• Log P: 5.8190684
• Molar Refractivity: 128.0866 cm^3
• Polarizability: 50.528008 Å^3
• Polar Surface Area: 93.14 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Hydrophobicity(logP): 6.564

Product Information

• Purity: 95%