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

• ChemBase ID: 162538
• Molecular Formular: C14H21NO2
• Molecular Mass: 235.32204
• Monoisotopic Mass: 235.15722892
• SMILES: c1(C[C@H](C)NC(=O)OC(C)(C)C)ccccc1
• Canonical SMILES: C[C@@H](Cc1ccccc1)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C14H21NO2/c1-11(10-12-8-6-5-7-9-12)15-13(16)17-14(2,3)4/h5-9,11H,10H2,1-4H3,(H,15,16)/t11-/m0/s1
• InChIKey: NTQSCEHKRVIYNR-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[(2S)-1-phenylpropan-2-yl]carbamate
• IUPAC Traditional name: tert-butyl N-[(2S)-1-phenylpropan-2-yl]carbamate
• Synonyms: N-[(1S)-1-Methyl-2-phenylethyl]carbamic Acid 1,1-Dimethylethyl Ester; (S)-(1-methyl-2-phenylethyl)carbamic Acid 1,1-Dimethylethyl Ester; N-Boc (S)-Amphetamine

Database IDs

• CAS Number: 293305-71-2
• PubChem SID: 162256673
• PubChem CID: 15533683

CALCULATED PROPERTIES

• Acid pKa: 15.351711
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 3.2963479
• LogD (pH = 7.4): 3.2963479
• Log P: 3.2963479
• Molar Refractivity: 68.5782 cm^3
• Polarizability: 26.9605 Å^3
• Polar Surface Area: 38.33 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

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

DETAILS

Toronto Research Chemicals - B621280

Protected (S)-Amphetamine.

REFERENCES

• Wiesner, J., et al.: Bioorg. Med. Chem. Lett., 13, 1539 (2003)