tert-butyl N-[(2S)-1-oxo-3-(2H5)phenylpropan-2-yl]carbamate

• ChemBase ID: 162629
• Molecular Formular: C14H19NO3
• Molecular Mass: 249.30556
• Monoisotopic Mass: 249.13649347
• SMILES: c1ccccc1C[C@H](NC(=O)OC(C)(C)C)C=O
• Canonical SMILES: O=C[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C14H19NO3/c1-14(2,3)18-13(17)15-12(10-16)9-11-7-5-4-6-8-11/h4-8,10,12H,9H2,1-3H3,(H,15,17)/t12-/m0/s1
• InChIKey: ZJTYRNPLVNMVPQ-LBPRGKRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[(2S)-1-oxo-3-(^2H₅)phenylpropan-2-yl]carbamate
• IUPAC Traditional name: tert-butyl N-[(2S)-1-oxo-3-(^2H₅)phenylpropan-2-yl]carbamate
• Synonyms: N-[(1S)-1-Formyl-2-(phenyl-d5)-ethyl]carbamic Acid 1,1-Dimethylethyl Ester; (S)-2-[(tert-Butoxycarbonyl)amino]-3-(phenyl-d5)-propanal; Boc-L-phenyl-d5-alaninal; Boc-phenyl-d5-alaninal; N-Boc-phenyl-d5-alaninal

Database IDs

• CAS Number: 1217724-86-1
• PubChem SID: 162256764
• PubChem CID: 46780879

CALCULATED PROPERTIES

• Acid pKa: 13.766864
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.411096
• LogD (pH = 7.4): 2.411096
• Log P: 2.411096
• Molar Refractivity: 69.0639 cm^3
• Polarizability: 27.05657 Å^3
• Polar Surface Area: 55.4 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Diethyl Ether
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - B661522

An isotope Labelled amino aldehyde. A potent human cathepsin K inhibitor.

REFERENCES

• Catalano, J.G., et al.: Bioorg. Med. Chem. Lett., 14, 275 (2004)
• Pan, X., et al.: Bioorg. Med. Chem., 14, 2771 (2006).