A Practical Synthesis of the PDE4 Inhibitor, KW-4490

Autor:	Tetsuya Nezu, Shin-ichiro Mohri, Koichiro Nishimura, Wakako Tamaki, Sachiko Kato, Ayako Maki, Eiichiro Imai, Arata Yanagisawa, Kyoji Ando
Rok vydání:	2010
Předmět:	Materials science Stereochemistry Yield (chemistry) Organic Chemistry Hydrocyanation Physical and Theoretical Chemistry Dynamic resolution Combinatorial chemistry
Zdroj:	Organic Process Research & Development. 14:1182-1187
ISSN:	1520-586X 1083-6160
Popis:	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 Bronsted 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.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::7eb4ed6f0107ab8ddb6503e23f5f2f6b https://doi.org/10.1021/op1001287 Zobrazit plný text záznamu