tert-butyl N-[2-(4-hydroxy-3,5-diiodophenyl)ethyl]carbamate

• ChemBase ID: 163158
• Molecular Formular: C13H17I2NO3
• Molecular Mass: 489.08792
• Monoisotopic Mass: 488.92978941
• SMILES: c1(c(c(cc(c1)CCNC(=O)OC(C)(C)C)I)O)I
• Canonical SMILES: O=C(OC(C)(C)C)NCCc1cc(I)c(c(c1)I)O
• InChI: InChI=1S/C13H17I2NO3/c1-13(2,3)19-12(18)16-5-4-8-6-9(14)11(17)10(15)7-8/h6-7,17H,4-5H2,1-3H3,(H,16,18)
• InChIKey: HGUGDDATVGKWTR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[2-(4-hydroxy-3,5-diiodophenyl)ethyl]carbamate
• IUPAC Traditional name: tert-butyl N-[2-(4-hydroxy-3,5-diiodophenyl)ethyl]carbamate
• Synonyms: N-(tert-Butoxycarbonyl)[2-(3,5-diiodo-4-hydroxyphenyl)ethyl]amine; 2-(4-Hydroxy-3,5-diiodophenyl)ethyl]carbamic Acid 1,1-Dimethylethyl Ester; N-tert-Butoxycarbonyl 3,5-Diiodotyramine

Database IDs

• CAS Number: 788824-51-1
• PubChem SID: 162257293
• PubChem CID: 11569392

CALCULATED PROPERTIES

• Acid pKa: 7.256055
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 4.426604
• LogD (pH = 7.4): 4.059707
• Log P: 4.4340963
• Molar Refractivity: 92.8653 cm^3
• Polarizability: 36.33033 Å^3
• Polar Surface Area: 58.56 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - B690555

Intermediate in the preparation of Thyroxin derivatives.

REFERENCES

• Hart, M., et al.: J. Med. Chem., 49, 1101 (2006)