tert-butyl (2S)-6-{[(benzyloxy)carbonyl]amino}-2-{bis[2-(tert-butoxy)-2-oxoethyl]amino}hexanoate

• ChemBase ID: 161697
• Molecular Formular: C30H48N2O8
• Molecular Mass: 564.71072
• Monoisotopic Mass: 564.34106651
• SMILES: c1cccc(c1)COC(=O)NCCCC[C@H](N(CC(=O)OC(C)(C)C)CC(=O)OC(C)(C)C)C(=O)OC(C)(C)C
• Canonical SMILES: O=C(OCc1ccccc1)NCCCC[C@@H](C(=O)OC(C)(C)C)N(CC(=O)OC(C)(C)C)CC(=O)OC(C)(C)C
• InChI: InChI=1S/C30H48N2O8/c1-28(2,3)38-24(33)19-32(20-25(34)39-29(4,5)6)23(26(35)40-30(7,8)9)17-13-14-18-31-27(36)37-21-22-15-11-10-12-16-22/h10-12,15-16,23H,13-14,17-21H2,1-9H3,(H,31,36)/t23-/m0/s1
• InChIKey: XWZZIOGTEIOOAN-QHCPKHFHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl (2S)-6-{[(benzyloxy)carbonyl]amino}-2-{bis[2-(tert-butoxy)-2-oxoethyl]amino}hexanoate
• IUPAC Traditional name: tert-butyl (2S)-6-{[(benzyloxy)carbonyl]amino}-2-{bis[2-(tert-butoxy)-2-oxoethyl]amino}hexanoate
• Synonyms: N2,N2-Bis[2-(1,1-dimethylethoxy)-2-oxoethyl]-N6-[(phenylmethoxy)carbonyl]-L-lysine 1,1-Dimethylethyl Ester; (5S)-N-Benzyloxycarbonyl-N-(5-Amino-1-carboxypentyl)iminodiacetic Acid, Tri-t-butyl Ester

Database IDs

• CAS Number: 205379-07-3
• PubChem SID: 162255832
• PubChem CID: 67199157

CALCULATED PROPERTIES

• Acid pKa: 15.340524
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 4.8228474
• LogD (pH = 7.4): 4.823151
• Log P: 4.823155
• Molar Refractivity: 151.4521 cm^3
• Polarizability: 60.27969 Å^3
• Polar Surface Area: 120.47 Å^2
• Rotatable Bonds: 20
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Hexane
• Apperance: Clear Colourless Oil

DETAILS

Toronto Research Chemicals - B285896

A protected chelating agent.

REFERENCES

• Hochuli, E., et al.: J. of Chromatography, 411, 177 (1987)