Optimization of the Industrial-Scale Manufacturing Process for Arformoterol through Classical Resolution of Formoterol

IF 3.1 3区化学 Q2 CHEMISTRY, APPLIED

Organic Process Research & Development Pub Date : 2025-06-07 DOI:10.1021/acs.oprd.5c00092

Kishor More, Akshay Chile, Prashant B. Patil, Mustapha Mandewale, Mohan Anand Chandavarkar

引用次数: 0

Abstract

Brovana Inhalation Solution is a sterile, clear, colorless aqueous solution of the tartrate salt of arformoterol. Arformoterol, the R,R-enantiomer of formoterol, is a highly effective medication with improved pharmacodynamic properties, including increased receptor binding affinity and prolonged bronchodilation. This report describes the development of a robust, efficient, cost-effective, and commercially scalable process for the production of the targeted (R,R)-isomer of formoterol featuring a chiral resolution of inexpensive and readily available formoterol fumarate. This newly developed resolution process proved its efficacy by providing >99.90% chiral pure arformoterol with 74% overall yield.

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通过福莫特罗经典解析优化阿福莫特罗工业化生产工艺

布罗瓦纳吸入溶液是一种无菌、透明、无色的阿福莫特罗酒石酸盐水溶液。阿福莫特罗是福莫特罗的R，R-对映体，是一种非常有效的药物，具有改善的药效学特性，包括增加受体结合亲和力和延长支气管舒张。本报告描述了福莫特罗的目标（R，R）异构体的稳健、高效、经济和商业可扩展工艺的发展，该工艺具有手性拆分廉价且易于获得的富马酸福莫特罗的特点。新开发的分离工艺得到了99.90%的手性纯arformoterol，总收率为74%。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Organic Process Research & Development 化学-应用化学

CiteScore

6.90

自引率

14.70%

发文量

251

审稿时长

2 months

期刊介绍： The journal Organic Process Research & Development serves as a communication tool between industrial chemists and chemists working in universities and research institutes. As such, it reports original work from the broad field of industrial process chemistry but also presents academic results that are relevant, or potentially relevant, to industrial applications. Process chemistry is the science that enables the safe, environmentally benign and ultimately economical manufacturing of organic compounds that are required in larger amounts to help address the needs of society. Consequently, the Journal encompasses every aspect of organic chemistry, including all aspects of catalysis, synthetic methodology development and synthetic strategy exploration, but also includes aspects from analytical and solid-state chemistry and chemical engineering, such as work-up tools，process safety, or flow-chemistry. The goal of development and optimization of chemical reactions and processes is their transfer to a larger scale; original work describing such studies and the actual implementation on scale is highly relevant to the journal. However, studies on new developments from either industry, research institutes or academia that have not yet been demonstrated on scale, but where an industrial utility can be expected and where the study has addressed important prerequisites for a scale-up and has given confidence into the reliability and practicality of the chemistry, also serve the mission of OPR&D as a communication tool between the different contributors to the field.