tert-butyl N-[2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)ethyl]carbamate

• ChemBase ID: 162570
• Molecular Formular: C15H18N2O4
• Molecular Mass: 290.31442
• Monoisotopic Mass: 290.12665707
• SMILES: c1ccc2c(c1)C(=O)N(C2=O)CCNC(=O)OC(C)(C)C
• Canonical SMILES: O=C(OC(C)(C)C)NCCN1C(=O)c2c(C1=O)cccc2
• InChI: InChI=1S/C15H18N2O4/c1-15(2,3)21-14(20)16-8-9-17-12(18)10-6-4-5-7-11(10)13(17)19/h4-7H,8-9H2,1-3H3,(H,16,20)
• InChIKey: ZBUIOQQRBIZZOM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)ethyl]carbamate
• IUPAC Traditional name: tert-butyl N-[2-(1,3-dioxoisoindol-2-yl)ethyl]carbamate
• Synonyms: [2-(1,3-Dihydro-1,3-dioxo-2H-isoindol-2-yl)ethyl]carbamic Acid 1,1-Dimethylethyl Ester; N-(N'-Boc-2-ethylamine)phthalimide; tert-Butyl (2-(1,3-dioxoisoindolin-2-yl)ethyl)carbaMate

Database IDs

• CAS Number: 77361-32-1
• PubChem SID: 162256705
• PubChem CID: 11483141

CALCULATED PROPERTIES

• Acid pKa: 14.411984
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.6122127
• LogD (pH = 7.4): 1.6122127
• Log P: 1.6122127
• Molar Refractivity: 77.0343 cm^3
• Polarizability: 28.982119 Å^3
• Polar Surface Area: 75.71 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid

Product Information

• Purity: 97%

DETAILS

Toronto Research Chemicals - B653430

Intermediate in the preparation of various antibacterial agents, pharmaceuticals and drug metabolites.

REFERENCES

• Herpin, T., et al.: J. Med. Chem., 46, 1123 (2003)