Iododestannylation. Position-specific synthesis of iodotamoxifen

DE Seitz, GL Tonnesen, S Hellman, RN Hanson…

文献索引：Seitz, David E.; Tonnesen, Glenn L.; Hellman, Samuel; Hanson, Robert N.; Adelstein, S. James Journal of Organometallic Chemistry, 1980 , vol. 186, # 2 p. C33 - C36

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被引用次数: 37

摘要

A procedure has been developed for the synthesis of iodotamoxifen from tamoxifen ( ), an anti-estrogenic agent currently employed in the treatment of breast cancer. Ortho-directed metalation of tamoxifen with -butyllithium at −78°C followed by addition of tri- -butyltin chloride gave the stannyl derivative in 98% isolated yield. Iododestannylation of at 0°C with iodine afforded the desired iodotamoxifen in quantitative yield. The dimethylaminoethoxy group appears to ...