2-[(2S,4R)-4-(benzyloxy)-1-[(tert-butoxy)carbonyl]pyrrolidin-2-yl]acetic acid

• ChemBase ID: 39382
• Molecular Formular: C18H25NO5
• Molecular Mass: 335.3948
• Monoisotopic Mass: 335.17327291
• SMILES: C1[C@H](CN([C@@H]1CC(=O)O)C(=O)OC(C)(C)C)OCc1ccccc1
• Canonical SMILES: OC(=O)C[C@@H]1C[C@H](CN1C(=O)OC(C)(C)C)OCc1ccccc1
• InChI: InChI=1S/C18H25NO5/c1-18(2,3)24-17(22)19-11-15(9-14(19)10-16(20)21)23-12-13-7-5-4-6-8-13/h4-8,14-15H,9-12H2,1-3H3,(H,20,21)/t14-,15+/m0/s1
• InChIKey: JMUKNEBKTDVWBE-LSDHHAIUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2S,4R)-4-(benzyloxy)-1-[(tert-butoxy)carbonyl]pyrrolidin-2-yl]acetic acid
• IUPAC Traditional name: [(2S,4R)-4-(benzyloxy)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl]acetic acid
• Synonyms: Boc-O-benzyl-L-beta-homohydroxyproline

Database IDs

• MDL Number: MFCD12547722
• PubChem SID: 161002689
• PubChem CID: 16211053

CALCULATED PROPERTIES

• Acid pKa: 4.3285837
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.2929388
• LogD (pH = 7.4): -0.45122194
• Log P: 2.4907773
• Molar Refractivity: 88.3654 cm^3
• Polarizability: 34.834476 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