tert-butyl (2S)-2-{[(benzyloxy)carbonyl]amino}-4-oxobutanoate

• ChemBase ID: 163218
• Molecular Formular: C16H21NO5
• Molecular Mass: 307.34164
• Monoisotopic Mass: 307.14197278
• SMILES: C([C@@H](C(=O)OC(C)(C)C)NC(=O)OCc1ccccc1)C=O
• Canonical SMILES: O=CC[C@@H](C(=O)OC(C)(C)C)NC(=O)OCc1ccccc1
• InChI: InChI=1S/C16H21NO5/c1-16(2,3)22-14(19)13(9-10-18)17-15(20)21-11-12-7-5-4-6-8-12/h4-8,10,13H,9,11H2,1-3H3,(H,17,20)/t13-/m0/s1
• InChIKey: PCYZDYXUDRDZHG-ZDUSSCGKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl (2S)-2-{[(benzyloxy)carbonyl]amino}-4-oxobutanoate
• IUPAC Traditional name: tert-butyl (2S)-2-{[(benzyloxy)carbonyl]amino}-4-oxobutanoate
• Synonyms: (2S)-4-Oxo-2-[[(phenylmethoxy)carbonyl]amino]butanoic Acid 1,1-Dimethylethyl Ester; t-Butyl (2S)-2-[(Benzyloxycarbonylamino)]-4-oxo-butyrate

Database IDs

• CAS Number: 78553-60-3
• PubChem SID: 162257353
• PubChem CID: 10590835

CALCULATED PROPERTIES

• Acid pKa: 10.816755
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.983323
• LogD (pH = 7.4): 1.983159
• Log P: 1.9833251
• Molar Refractivity: 79.862 cm^3
• Polarizability: 31.518967 Å^3
• Polar Surface Area: 81.7 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: Colourless Oil

REFERENCES

• Altenburger, J., et al.: Bioorg. Med. Chem., 12, 1713 (2004)