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Can I read Practical Synthesis of 5,7-Dichlorotetrahydroisoquinoline-6-carboxylic Acid—Key Intermediate of Lifitegrast (Xiidra) on EtoBox?
Practical Synthesis of 5,7-Dichlorotetrahydroisoquinoline-6-carboxylic Acid—Key Intermediate of Lifitegrast (Xiidra) by Xu Liu; Heng Guo; Peng Peng; Yaping Li; Jiangtao Yang; Chuanjun Wu; Shengjun Xu; Chuanmeng Zhao; Fuli Zhang is a Engineering article available to read on EtoBox.
What is Practical Synthesis of 5,7-Dichlorotetrahydroisoquinoline-6-carboxylic Acid—Key Intermediate of Lifitegrast (Xiidra) about?
In the present study, a practical method for synthesizing the key intermediate 5,7-dichlorotetrahydroisoquinoline-6-carboxylic acid (**1**) of Lifitegrast was proposed. First, an investigation was conducted into the utilization of the impurity and recrystallization method in the synthesis of 5,7-dichlorotetrahydroisoquinoline (**5**·HCl) via Friedel–Crafts cyclization. Through the screening of different protection groups, a previously unreported quaternary ammonium salt (**13**) was isolated with a 95.9% yield and 99.6% purity by simply adjusting the pH during the carboxylation reaction. Subsequently, free state **1** was obtained by controlling the pH to 4–5 with HCl(aq), thereby avoiding the need for a free operation in the synthesis of the API of Lifitegrast. Further, the triphenylmethanol (TrOH) was recycled to triphenylmethyl chloride (TrCl) using CaCl~2~/HCl(aq) with 93.0% yield and 98.0% purity.
Who reads Practical Synthesis of 5,7-Dichlorotetrahydroisoquinoline-6-carboxylic Acid—Key Intermediate of Lifitegrast (Xiidra)?
It is typically read by researchers, students, and practitioners in Engineering.
- Author
- Xu Liu; Heng Guo; Peng Peng; Yaping Li; Jiangtao Yang; Chuanjun Wu; Shengjun Xu; Chuanmeng Zhao; Fuli Zhang
- Publisher
- American Chemical Society (ACS)
- Published
- 2023
- Language
- EN
- Field
- Engineering (Physical Sciences)