A large-scale, robust telescoped process involving acid chloride generation and Friedel–Crafts acylation followed by hydrolysis of an ester was developed for the manufacture of a homochiral disubstituted cyclohexane. Chromatography was avoided, and instead, crystallization was employed to furnish the pure carboxylic acid. This acid was further used as a key building block for the synthesis of drug candidates via amide bond formation using various amines followed by a Suzuki coupling with a pyrazole pinacol ester. The total synthesis of one of the drug candidates on a multihundred gram scale is described.

中文翻译：

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（1 R，2 R）-2-（4-溴苯甲酰基）环己烷羧酸制备的实用伸缩三步程序：在我们的药物开发项目之一中使用的关键构件

开发了一种大规模，鲁棒的伸缩过程，该过程涉及酰氯的产生和Friedel-Crafts的酰化作用，然后将其水解成酯，以生产均手性二取代的环己烷。避免了色谱法，取而代之的是通过结晶来提供纯的羧酸。该酸还被用作通过使用各种胺形成酰胺键，然后与吡唑频哪醇酯进行Suzuki偶联来合成候选药物的关键组成部分。描述了数百克规模的候选药物之一的总合成。