5-(tert-butoxy)-4-[(tert-butoxy)carbonyl]-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-5-oxopentanoic acid

• ChemBase ID: 169329
• Molecular Formular: C29H35NO8
• Molecular Mass: 525.5901
• Monoisotopic Mass: 525.23626709
• SMILES: c1ccc2c(c1)C(c1c2cccc1)COC(=O)NC(CC(C(=O)OC(C)(C)C)C(=O)OC(C)(C)C)C(=O)O
• Canonical SMILES: O=C(NC(C(=O)O)CC(C(=O)OC(C)(C)C)C(=O)OC(C)(C)C)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C29H35NO8/c1-28(2,3)37-25(33)21(26(34)38-29(4,5)6)15-23(24(31)32)30-27(35)36-16-22-19-13-9-7-11-17(19)18-12-8-10-14-20(18)22/h7-14,21-23H,15-16H2,1-6H3,(H,30,35)(H,31,32)
• InChIKey: XJRUHYXXHXECDI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(tert-butoxy)-4-[(tert-butoxy)carbonyl]-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-5-oxopentanoic acid
• IUPAC Traditional name: 5-(tert-butoxy)-4-(tert-butoxycarbonyl)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-5-oxopentanoic acid
• Synonyms: 3-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]-1,1,3-propanetricarboxylic Acid 1,1-Bis(1,1-dimethylethyl) Ester; Fmoc-Gla(OtBu)2-OH; N-Fmoc-D,L-γ-carboxyglutamic Acid γ,γ-Di-t-butyl Ester

Database IDs

• CAS Number: 308357-14-4
• PubChem SID: 162263461
• PubChem CID: 5043441

CALCULATED PROPERTIES

• Log P: 4.826553
• Molar Refractivity: 138.8086 cm^3
• Polarizability: 55.801395 Å^3
• Polar Surface Area: 128.23 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false
• Acid pKa: 3.8000472
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 3.5910692
• LogD (pH = 7.4): 2.0308583

PROPERTIES

Physical Property

• Solubility: Chloroform; Ether
• Apperance: Off-White Crystalline Solid
• Melting Point: 102-104°C

REFERENCES

• Stenflo, J., et al.: P.N.A.S. USA, 71, 2730 (1974)
• Magnusson, S., et al.: FEBS Lett., 44, 189 (1974)
• DeMetz, M., et al.: FEBS Lett., 123, 215 (1981)