tert-butyl N-[(1S)-1-[methoxy(methyl)carbamoyl]-2-phenylethyl]carbamate

• ChemBase ID: 162617
• Molecular Formular: C16H24N2O4
• Molecular Mass: 308.37276
• Monoisotopic Mass: 308.17360726
• SMILES: c1ccccc1C[C@H](NC(=O)OC(C)(C)C)C(=O)N(C)OC
• Canonical SMILES: CON(C(=O)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)C
• InChI: InChI=1S/C16H24N2O4/c1-16(2,3)22-15(20)17-13(14(19)18(4)21-5)11-12-9-7-6-8-10-12/h6-10,13H,11H2,1-5H3,(H,17,20)/t13-/m0/s1
• InChIKey: ZAHRDPIWMGLOQJ-ZDUSSCGKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[(1S)-1-[methoxy(methyl)carbamoyl]-2-phenylethyl]carbamate
• IUPAC Traditional name: tert-butyl N-[(1S)-1-[methoxy(methyl)carbamoyl]-2-phenylethyl]carbamate
• Synonyms: N-[(1S)-2-(Methoxymethylamino)-2-oxo-1-(phenylmethyl)ethyl]carbamic Acid 1,1-Dimethylethyl Ester; tert-Butyl [(1S)-1-benzyl-2-[methoxy(methyl)amino]-2-oxoethyl]carbamate; N-Boc-N-methoxy-N-methyl-L-phenylalaninamide

Database IDs

• CAS Number: 87694-53-9
• PubChem SID: 162256752
• PubChem CID: 11055945

CALCULATED PROPERTIES

• Acid pKa: 13.61669
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.361225
• LogD (pH = 7.4): 2.3612247
• Log P: 2.361225
• Molar Refractivity: 82.9551 cm^3
• Polarizability: 32.565514 Å^3
• Polar Surface Area: 67.87 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: Light Yellow Oil

DETAILS

Toronto Research Chemicals - B657200

An intermediate for the synthesis of some HIV protease inhibitors.

REFERENCES

• Dimaio, J., et al.: J. Med. Chem., 25, 1432 (1982)
• Garrouste, P., et al.: Eur. J. Med. Chem., 33, 423 (1998).