A Practical Synthesis of the PDE4 Inhibitor, KW-4490
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- 作者：Arata Yanagisawa ; Koichiro Nishimura ; Kyoji Ando ; Tetsuya Nezu ; Ayako Maki ; Sachiko Kato ; Wakako Tamaki ; Eiichiro Imai ; Shin-ichiro Mohri
- 刊名：Organic Process Research & Development
- 出版年：2010
- 出版时间：September 17, 2010
- 年：2010
- 卷：14
- 期：5
- 页码：1182-1187
- 全文大小：220K
- 年卷期：v.14,no.5(September 17, 2010)
- ISSN：1520-586X
文摘
A practical and scalable synthesis of a PDE4 inhibitor KW-4490 (1) was developed. This improved synthesis features the construction of the 1-arylcyclohexene (9) by the Diels−Alder reaction followed by a newly established Brønsted acid-promoted hydrocyanation. Subsequent crystallization-induced dynamic resolution enabled the high-yield production of the desired cis-isomer (cis-8). The synthesis was achieved in seven steps in 37% overall yield.