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.
Publication types
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Research Support, Non-U.S. Gov't
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Research Support, U.S. Gov't, P.H.S.
MeSH terms
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Benzophenones / chemical synthesis*
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Benzophenones / chemistry
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Ligands
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Receptors, Thyroid Hormone / antagonists & inhibitors*
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Thyroid Hormones / chemical synthesis*
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Thyroid Hormones / chemistry
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Triiodothyronine / analogs & derivatives
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Triiodothyronine / chemical synthesis
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Triiodothyronine / chemistry
Substances
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Benzophenones
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Ligands
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Receptors, Thyroid Hormone
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Thyroid Hormones
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Triiodothyronine