tert-butyl N-[(1S)-3-oxo-1-phenylpropyl]carbamate

• ChemBase ID: 162631
• Molecular Formular: C14H19NO3
• Molecular Mass: 249.30556
• Monoisotopic Mass: 249.13649347
• SMILES: C(=O)C[C@H](NC(=O)OC(C)(C)C)c1ccccc1
• Canonical SMILES: O=CC[C@@H](c1ccccc1)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C14H19NO3/c1-14(2,3)18-13(17)15-12(9-10-16)11-7-5-4-6-8-11/h4-8,10,12H,9H2,1-3H3,(H,15,17)/t12-/m0/s1
• InChIKey: ZGPCDZZHEWGTEU-LBPRGKRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[(1S)-3-oxo-1-phenylpropyl]carbamate
• IUPAC Traditional name: tert-butyl N-[(1S)-3-oxo-1-phenylpropyl]carbamate
• Synonyms: N-[(1S)-3-Oxo-1-phenylpropyl]-carbamic Acid 1,1-Dimethylethyl Ester; (S)-(3-Oxo-1-phenylpropyl)carbamic Acid 1,1-Dimethylethyl Ester; tert-Butyl (1S)-3-Oxo-1-phenylpropylcarbamate; N-Boc-(3S)-3-phenyl-3-aminopropionaldehyde; Boc-(S)-3-Amino-3-phenylpropanal

Database IDs

• CAS Number: 135865-78-0
• MDL Number: MFCD11559103
• PubChem SID: 162256766
• PubChem CID: 11817535

CALCULATED PROPERTIES

• Acid pKa: 14.207325
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.2072585
• LogD (pH = 7.4): 2.2072585
• Log P: 2.2072585
• Molar Refractivity: 68.9332 cm^3
• Polarizability: 27.032442 Å^3
• Polar Surface Area: 55.4 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: White Solid

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - B661575

An intermediate used in the preparation of spirotropane compounds which are used as modulators of CCR5 chemokine receptors

REFERENCES

• Armour, D.R., et al.: Chem. Biol. Drug Des., 67, 305 (2006)
• Yang, J.W., et al.: Nature, 452, 453 (2006)