Abstract

Four different 1-aminocyclohexanes bearing a tethered thioxanthone group in the 2-position were prepared. The synthesis commenced with the respective N-protected β-amino acids, the carboxyl group of which was employed for the introduction of the thioxanthone moiety. After construction of the thioxanthone and protecting group removal, the conversion of the amino group into the respective thiourea was accomplished by treatment with N-3,5-bis(trifluoromethyl)phenyl isothiocyanate and yielded the title compounds in which the thioxanthone resides in different spatial positions relative to the thiourea motif. Overall yields varied between 20–35%.

Four different 1-aminocyclohexanes bearing a tethered thioxanthone group in the 2-position were prepared. The synthesis commenced with the respective N-protected β-amino acids, the carboxyl group of which was employed for the introduction of the thioxanthone moiety. After construction of the thioxanthone and protecting group removal, the conversion of the amino group into the respective thiourea was accomplished by treatment with N-3,5-bis(trifluoromethyl)phenyl isothiocyanate and yielded the title compounds in which the thioxanthone resides in different spatial positions relative to the thiourea motif. Overall yields varied between 20–35%.

中文翻译：

---

手性硫脲-噻吨酮杂化物的合成

摘要

制备了四个在2-位带有束缚的噻吨酮基团的四种不同的1-氨基环己烷。合成开始于各自的N-保护的β-氨基酸，其羧基用于引入噻吨酮部分。在构建噻吨酮并除去保护基后，通过用N -3,5-双（三氟甲基）苯基异硫氰酸酯处理完成氨基向相应硫脲的转化，并得到标题化合物，其中噻吨酮位于不同的空间相对于硫脲基序的位置。总产量在20％至35％之间。

制备了四个在2-位带有束缚的噻吨酮基团的四种不同的1-氨基环己烷。合成开始于各自的N-保护的β-氨基酸，其羧基用于引入噻吨酮部分。在构建噻吨酮并除去保护基后，通过用N -3,5-双（三氟甲基）苯基异硫氰酸酯处理完成氨基向相应硫脲的转化，并得到标题化合物，其中噻吨酮位于不同的空间相对于硫脲基序的位置。总产量在20％至35％之间。