Herein we report the discovery of an azabicyclo[2.1.1]hexane piperazinium methanesulfonate salt from an unexpected rearrangement reaction in the preparation of ligand-directed degraders (LDDs). This bench-stable compound was found to be a versatile electrophile in a ring-opening reaction with various types of nucleophiles. Its utility as a versatile medicinal chemistry building block is further demonstrated in the synthesis of an LDD compound targeting degradation of the androgen receptor.

中文翻译：

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氮杂双环[2.1.1]己烷哌嗪盐的发现及其重排在药物化学中的应用


在此，我们报告了在配体定向降解剂（LDD）制备过程中的意外重排反应中发现了氮杂双环[2.1.1]己烷哌嗪鎓甲磺酸盐。人们发现这种实验室稳定的化合物在与各种类型的亲核试剂的开环反应中是一种多功能的亲电子试剂。它作为一种多功能药物化学构件的实用性在针对雄激素受体降解的 LDD 化合物的合成中得到了进一步证明。