Journal
TETRAHEDRON
Volume 71, Issue 35, Pages 5946-5951Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2015.05.049
Keywords
Sobetirome; Thyroid hormone; NH-3; Thyromimetics
Categories
Funding
- National Institutes of Health [DK-52798]
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New synthetic routes for the preparation of isotopically labeled versions of thyroid hormone agonist sobetirome were developed using Knochel's iodine-magnesium exchange. A more efficient synthesis of the thyroid hormone antagonist NH-3 was developed from a common intermediate in the sobetirome route. Using the new synthetic routes, d(6)-and H-3-sobetirome were prepared for their use in studying biodistribution and the cellular uptake of sobetirome. The new route to NH-3 allows for a more rapid and efficient synthesis and provides access to an advanced intermediate to facilitate antagonist analog production in the final bond-forming synthetic step. (C) 2015 Elsevier Ltd. All rights reserved.
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