A CONCISE SYNTHESIS OF THYROXINE (T-4) AND 3,5,3'-TRIIODO-L-THYRONINE(T-3)

Authors
SALAMONCZYK GM OZA VB SIH CJ
Citation
Gm. Salamonczyk et al., A CONCISE SYNTHESIS OF THYROXINE (T-4) AND 3,5,3'-TRIIODO-L-THYRONINE(T-3), Tetrahedron letters, 38(40), 1997, pp. 6965-6968
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
40
Year of publication
1997
Pages
6965 - 6968
Database
ISI
SICI code
0040-4039(1997)38:40<6965:ACSOT(>2.0.ZU;2-O
Abstract
The mono- and di-iodo derivatives of 1-oxaspiro[2,5]bicycloocta-4,7-di en-6-one 8 and 9, reacted readily with 3,5-diiodo-L-tyrosine at pH 8.0 to give 3,5,3'-triiodo-L-thyronine (T-3) and thyroxine in 70% and 94% yields respectively. In turn, 8 and 9 were prepared by the sodium bis muthate oxidation of their corresponding iodinated p-hydroxybenzyl alc ohol derivatives, 6 and 7 in 32% and 37% yields. (C) 1997 Elsevier Sci ence Ltd.