tert-butyl N-{2-[3-iodo-4-(4-{[tris(propan-2-yl)silyl]oxy}phenoxy)phenyl]ethyl}carbamate

• ChemBase ID: 163161
• Molecular Formular: C28H42INO4Si
• Molecular Mass: 611.62735
• Monoisotopic Mass: 611.19278336
• SMILES: c1c(ccc(c1)Oc1c(cc(cc1)CCNC(=O)OC(C)(C)C)I)O[Si](C(C)C)(C(C)C)C(C)C
• Canonical SMILES: O=C(OC(C)(C)C)NCCc1ccc(c(c1)I)Oc1ccc(cc1)O[Si](C(C)C)(C(C)C)C(C)C
• InChI: InChI=1S/C28H42INO4Si/c1-19(2)35(20(3)4,21(5)6)34-24-13-11-23(12-14-24)32-26-15-10-22(18-25(26)29)16-17-30-27(31)33-28(7,8)9/h10-15,18-21H,16-17H2,1-9H3,(H,30,31)
• InChIKey: XSNORFLDJDHTFB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-{2-[3-iodo-4-(4-{[tris(propan-2-yl)silyl]oxy}phenoxy)phenyl]ethyl}carbamate
• IUPAC Traditional name: tert-butyl N-[2-(3-iodo-4-{4-[(triisopropylsilyl)oxy]phenoxy}phenyl)ethyl]carbamate
• Synonyms: N-(tert-Butoxycarbonyl)-4'-(triisopropylsilyloxy)-3-iodothyronamine; [2-[3-Iodo-4-[4-[[tris(1-methylethyl)silyl]oxy]phenoxy]phenyl]ethyl]carbamic Acid 1,1-Dimethylethyl Ester; N-tert-Butoxycarbonyl-O-triisopropylsilyl 3-iodothyronamine

Database IDs

• CAS Number: 788824-53-3
• PubChem SID: 162257296
• PubChem CID: 11585284

CALCULATED PROPERTIES

• Acid pKa: 14.239299
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 8.3815
• LogD (pH = 7.4): 8.3815
• Log P: 8.3815
• Molar Refractivity: 149.2049 cm^3
• Polarizability: 60.618385 Å^3
• Polar Surface Area: 56.79 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Colourless Liquid

DETAILS

Toronto Research Chemicals - B690570

Protected Thyroxin metabolite.

REFERENCES

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