tert-butyl N-[2-(4-hydroxy-3-iodophenyl)ethyl]carbamate

• ChemBase ID: 163159
• Molecular Formular: C13H18INO3
• Molecular Mass: 363.19139
• Monoisotopic Mass: 363.03314144
• SMILES: c1c(c(cc(c1)CCNC(=O)OC(C)(C)C)I)O
• Canonical SMILES: O=C(OC(C)(C)C)NCCc1ccc(c(c1)I)O
• InChI: InChI=1S/C13H18INO3/c1-13(2,3)18-12(17)15-7-6-9-4-5-11(16)10(14)8-9/h4-5,8,16H,6-7H2,1-3H3,(H,15,17)
• InChIKey: VJMBWFNUOPTEOS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[2-(4-hydroxy-3-iodophenyl)ethyl]carbamate
• IUPAC Traditional name: tert-butyl N-[2-(4-hydroxy-3-iodophenyl)ethyl]carbamate
• Synonyms: N-(tert-Butoxycarbonyl)[2-(4-hydroxy-3-iodophenyl)ethyl]amine; [2-(4-Hydroxy-3-iodophenyl)ethyl]carbamic Acid 1,1-Dimethylethyl Ester; [2-(4-Hydroxy-3-iodophenyl)ethyl]carbamic Acid tert-Butyl Ester; N-tert-Butoxycarbonyl 3-Iodotyramine

Database IDs

• CAS Number: 788824-50-0
• PubChem SID: 162257294
• PubChem CID: 11617493

CALCULATED PROPERTIES

• Acid pKa: 8.3736315
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 3.5045753
• LogD (pH = 7.4): 3.4616008
• Log P: 3.505152
• Molar Refractivity: 79.5028 cm^3
• Polarizability: 30.91351 Å^3
• Polar Surface Area: 58.56 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

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

DETAILS

Toronto Research Chemicals - B690560

Intermediate in the preparation of Thyroxin derivatives.

REFERENCES

• Hart, M., et al.: J. Med. Chem., 49, 1101 (2006)
• Kuglstatter, A., et al.: Bioorg. Med. Chem. Lett., 18, 1304 (2006)