An efficient substitution reaction for the preparation of thyroid hormone analogues.

Citation:

Yoshihara HA, Chiellini G, Mitchison TJ, Scanlan TS. An efficient substitution reaction for the preparation of thyroid hormone analogues. Bioorg Med Chem. 1998;6 (8) :1179-83.

Date Published:

1998 Aug

Abstract:

The substitution of the sterically hindered carbon of the potent thyroid hormone agonist, GC-1, was effected by a reaction based on the solvolysis of the benzylic hydroxyl group. The reaction was found to proceed in high yield with a variety of nucleophiles including alcohols, thiols, allyl silanes and electron-rich aromatic compounds, providing a convenient route to the synthesis of new thyroid hormone analogues.