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Regioselective a-ring iodination of estradiol diacetates

Authors
Journal
Journal of Steroid Biochemistry
0022-4731
Publisher
Elsevier
Publication Date
Volume
28
Issue
1
Identifiers
DOI: 10.1016/0022-4731(87)90118-x

Abstract

Abstract Treatment of estrone or estradiol acetate with thallium trifluoroacetate in TFA and subsequent reaction with KI gave the 2-iodoestrogens as the major product. In the case of estradiol diacetate, treatment of the thallation product with [ 125I]NaI, using the same reaction conditions, gave exclusively the 2-iodo isomer. Thus, regioselectivity combined with rapidity, renders this procedure particularly suitable for A-ring radioioclination of estradiol with short-lived isotopes.

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