benzyl N-(2-carbamoyl-2,2-dimethylethyl)carbamate

• ChemBase ID: 161744
• Molecular Formular: C13H18N2O3
• Molecular Mass: 250.29362
• Monoisotopic Mass: 250.13174245
• SMILES: N(CC(C(=O)N)(C)C)C(=O)OCc1ccccc1
• Canonical SMILES: O=C(NCC(C(=O)N)(C)C)OCc1ccccc1
• InChI: InChI=1S/C13H18N2O3/c1-13(2,11(14)16)9-15-12(17)18-8-10-6-4-3-5-7-10/h3-7H,8-9H2,1-2H3,(H2,14,16)(H,15,17)
• InChIKey: QBNAYCYSEPWHBR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl N-(2-carbamoyl-2,2-dimethylethyl)carbamate
• IUPAC Traditional name: benzyl N-(2-carbamoyl-2,2-dimethylethyl)carbamate
• Synonyms: 3-[(Benzyloxycarbonyl)amino]-2,2-di(methyl)propionamide; N-(3-Amino-2,2-dimethyl-3-oxopropyl)carbamic Acid Benzyl Ester; (3-Amino-2,2-dimethyl-3-oxopropyl)carbamic Acid Phenylmethyl Ester; 3N-Benzyloxycarbonyl 3-Amino-2,2-dimethylpropanamide

Database IDs

• CAS Number: 666844-61-7
• PubChem SID: 162255879
• PubChem CID: 23078876

CALCULATED PROPERTIES

• Acid pKa: 14.988229
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 1.5442059
• LogD (pH = 7.4): 1.544206
• Log P: 1.544206
• Molar Refractivity: 67.2805 cm^3
• Polarizability: 26.338604 Å^3
• Polar Surface Area: 81.42 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: Colourless to Pale Yellow Oil
• Melting Point: 79-81°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - B286065

Intermediate in the synthesis of Aliskiren.

REFERENCES

• Maibaum, J., et al.: J. Med. Chem., 50, 4832 (2007)