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Radioiododestannylation: Preparation and Evaluation of Radioiodinated Thienyl Alcohols

Radioiododestannylation: Preparation and Evaluation of Radioiodinated Thienyl Alcohols

R N Hanson, L Franke, S H Lee, D E Seitz

Int J Rad Appl Instrum A. 1987;38(8):641-5.

PMID: 2822622

Abstract:

Radioiododestannylations was employed to prepare a series of four specifically labeled thienyl alcohols: 1-(5-iodo-2-thienyl)-cyclopentan-1-ol and -cyclohexan-1-ol; 17 alpha-(5-iodo-2-thienyl)-17 beta-estradiol and -estradiol-3-O-methyl ether. The method utilized 5-(trimethylstannyl)thienyl intermediates which had been prepared in good yields from 2,5-bis(trimethylstannyl)thiophene and the appropriate cyclic ketones. The trimethylstannyl substrates reacted with no-carrier-added Na125I in the presence of 30% H2O2-acetic acid (2:1) at pH 4.5 at ambient temperature for 5-15 min to give, after HPLC separation, the desired 5-[125I]iodothien-2-yl products in greater than 90% isolated yields. Although tissue distribution studies in rats were uneventful, the methodology employed to give the labeled products possesses distinct advantages compared to alternative methods for preparing radioiodinated aryl moieties.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP86134261	2,5-Bis(trimethylstannyl)thiophene		86134-26-1	Price

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