tert-butyl N-(1-carbamoyl-3-cyclobutyl-1-hydroxypropan-2-yl)carbamate

• ChemBase ID: 159970
• Molecular Formular: C13H24N2O4
• Molecular Mass: 272.34066
• Monoisotopic Mass: 272.17360726
• SMILES: C1CCC1CC(C(C(=O)N)O)NC(=O)OC(C)(C)C
• Canonical SMILES: OC(C(=O)N)C(NC(=O)OC(C)(C)C)CC1CCC1
• InChI: InChI=1S/C13H24N2O4/c1-13(2,3)19-12(18)15-9(10(16)11(14)17)7-8-5-4-6-8/h8-10,16H,4-7H2,1-3H3,(H2,14,17)(H,15,18)
• InChIKey: KCDNFVJMBIUAFE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-(1-carbamoyl-3-cyclobutyl-1-hydroxypropan-2-yl)carbamate
• IUPAC Traditional name: tert-butyl N-(1-carbamoyl-3-cyclobutyl-1-hydroxypropan-2-yl)carbamate
• Synonyms: 3-(tert-Butoxycarbonylamino)-4-cyclobutyl-2-hydroxybutanamide; N-[3-Amino-1-(cyclobutylmethyl)-2-hydroxy-3-oxopropyl]-carbamic Acid 1,1-Dimethylethyl Ester

Database IDs

• CAS Number: 394735-22-9
• PubChem SID: 162254105
• PubChem CID: 11514590

CALCULATED PROPERTIES

• Acid pKa: 12.575076
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 0.7110614
• LogD (pH = 7.4): 0.71105856
• Log P: 0.7110614
• Molar Refractivity: 69.6274 cm^3
• Polarizability: 27.741444 Å^3
• Polar Surface Area: 101.65 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

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

DETAILS

Toronto Research Chemicals - A603665

Used in the preparation of hepatitis C virus (HCV) NS3 serine protease inhibitor.