(2R,4R)-1-[(tert-butoxy)carbonyl]-4-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}pyrrolidine-2-carboxylic acid

• ChemBase ID: 78125
• Molecular Formular: C25H28N2O6
• Molecular Mass: 452.49962
• Monoisotopic Mass: 452.19473663
• SMILES: O(CC1c2c(cccc2)c2c1cccc2)C(=O)N[C@H]1CN(C(=O)OC(C)(C)C)[C@H](C1)C(=O)O
• Canonical SMILES: O=C(N[C@@H]1C[C@@H](N(C1)C(=O)OC(C)(C)C)C(=O)O)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C25H28N2O6/c1-25(2,3)33-24(31)27-13-15(12-21(27)22(28)29)26-23(30)32-14-20-18-10-6-4-8-16(18)17-9-5-7-11-19(17)20/h4-11,15,20-21H,12-14H2,1-3H3,(H,26,30)(H,28,29)/t15-,21-/m1/s1
• InChIKey: UPXRTVAIJMUAQR-QVKFZJNVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,4R)-1-[(tert-butoxy)carbonyl]-4-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2R,4R)-1-(tert-butoxycarbonyl)-4-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}pyrrolidine-2-carboxylic acid
• Synonyms: cis-4-Amino-L-proline, N1-BOC 4-FMOC protected; (2S,4S)-Pyrrolidine-2-carboxylic acid, N1-BOC 4-FMOC protected

Database IDs

• CAS Number: 174148-03-9
• PubChem SID: 162042946
• PubChem CID: 24822952

CALCULATED PROPERTIES

• Acid pKa: 3.640127
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.6988677
• LogD (pH = 7.4): 0.2268885
• Log P: 3.5555007
• Molar Refractivity: 120.1146 cm^3
• Polarizability: 48.07006 Å^3
• Polar Surface Area: 105.17 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 150-154°C

Safety Information

• Storage Warning: Irritant