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An Improved Scalable Process for the Synthesis of (S,S)-DACH-Ph Trost Ligand
Synlett ( IF 1.7 ) Pub Date : 2022-05-23 , DOI: 10.1055/s-0041-1738371 Yongda Zhang , Eugene Chong , Jada A. H. White , Suttipol Radomkit , Yibo Xu , Stephanie C. Kosnik , Jon C. Lorenz
中文翻译:
一种改进的 (S,S)-DACH-Ph Trost 配体合成可扩展工艺
更新日期:2022-05-24
Synlett ( IF 1.7 ) Pub Date : 2022-05-23 , DOI: 10.1055/s-0041-1738371 Yongda Zhang , Eugene Chong , Jada A. H. White , Suttipol Radomkit , Yibo Xu , Stephanie C. Kosnik , Jon C. Lorenz
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An improved chemical process has been developed for the synthesis of (S,S)-DACH-Ph Trost ligand. The amidation of 2-diphenylphosphinylbenzoic acid and (S,S)-diaminocyclohexane is promoted by stoichiometric CDI and catalytic imidazole hydrochloride. The resulting product, (S,S)-DACH-Ph Trost ligand, is isolated as a white solid in 80% yield with >99% ee by simple filtration without column chromatography. The current facile process is also demonstrated on kilogram scale.
中文翻译:
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一种改进的 (S,S)-DACH-Ph Trost 配体合成可扩展工艺
已经开发了一种改进的化学方法来合成 ( S , S )-DACH-Ph Trost 配体。化学计量CDI和催化咪唑盐酸盐促进了2-二苯基次膦基苯甲酸和( S , S )-二氨基环己烷的酰胺化。所得产物 ( S , S )-DACH-Ph Trost 配体通过简单过滤而不用柱色谱法分离为白色固体,产率为 80%,ee 大于 99%。当前的简单过程也以千克为单位进行了演示。