An Efficient Synthesis of 3-Substituted N-Glycoside Indoles Useful as Sodium-Dependent Glucose Transporter Inhibitors
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- 作者：Xun Li ; Kenneth M. Wells ; Shawn Branum ; Sandra Damon ; Scott Youells ; Derek A. Beauchamp ; David Palmer ; Stephen Stefanick ; Ronald K. Russell ; William Murray
- 刊名：Organic Process Research & Development
- 出版年：2012
- 出版时间：November 16, 2012
- 年：2012
- 卷：16
- 期：11
- 页码：1727-1732
- 全文大小：278K
- 年卷期：v.16,no.11(November 16, 2012)
- ISSN：1520-586X
文摘
A practical synthesis of two N-glycoside indoles 1 and 2, identified as highly potent sodium-dependent glucose transporter (SGLT) inhibitors is described. Highlights of the synthetic process include a selective and quantitative Vilsmeier acylation and a high-yielding Grignard coupling reaction. The chemistry developed has been applied to prepare two separate SGLT inhibitors 1 and 2 for clinical evaluation without recourse to chromatography.