Large-scale asymmetric synthesis of the 3, 6, 7, 8-tetrahydrochromeno [7, 8-d] imidazole BYK 405879: a promising candidate for the treatment of acid-related diseases

AM Palmer, M Webel, C Scheufler…

文献索引：Palmer, Andreas M.; Webel, Matthias; Scheufler, Christian; Haag, Dieter; Mueller, Bernd Organic Process Research and Development, 2008 , vol. 12, # 6 p. 1170 - 1182

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被引用次数: 15

摘要

A process for the synthesis of the potassium-competitive acid blocker BYK 405879 (8) was established based on the approach used in medicinal chemistry (asymmetric hydrogenation of prochiral ketone 15 and Mitsunobu cyclization of the resulting alcohol 34). Several critical reaction steps were optimized. The synthesis of prochiral ketones was accomplished using ethyl 3-(2-methylphenyl)-3-oxopropanoate instead of 1-[1-(2-methylphenyl) vinyl] ...