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从胆酸中实用合成鹅去氧胆酸。

Practical synthesis of chenodeoxycholic acid from phocaecholic acid.

机构信息

Department of Chemistry, Xihua University, Chengdu 610039, China; Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China; University of Chinese Academy of Sciences, Beijing 100049, China.

Department of Chemistry, Xihua University, Chengdu 610039, China.

出版信息

Steroids. 2024 Sep;209:109470. doi: 10.1016/j.steroids.2024.109470. Epub 2024 Jul 10.

DOI:10.1016/j.steroids.2024.109470
PMID:38997080
Abstract

In this study, we developed an effective method for the large-scale synthesis of chenodeoxycholic acid (CDCA) from phocaecholic acid (PhCA). A high total yield of up to 72 % was obtained via five steps including methyl esterification, Ts-protection, bromination, reduction, and hydrolysis. The structures of the intermediates were confirmed by H NMR (Nuclear Magnetic Resonance), C NMR, HRMS (High Resolution Mass Spectrometry), and IR (Infrared Spectroscopy) spectroscopies. This method offers a new and practical approach to the synthesizing of CDCA.

摘要

在这项研究中,我们开发了一种从胆酸(PhCA)大规模合成鹅去氧胆酸(CDCA)的有效方法。通过包括甲酯化、Ts 保护、溴化、还原和水解在内的五个步骤,获得了高达 72%的总产率。中间体的结构通过核磁共振波谱(NMR)、碳谱(C NMR)、高分辨质谱(HRMS)和红外光谱(IR)光谱得到确认。该方法为 CDCA 的合成提供了一种新的实用途径。

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