An automated-flow microreactor system for quick optimization and production: application of 10- and 100-gram order productions of a matrix metalloproteinase inhibitor using a Sonogashira coupling reaction

Atsushi Sugimoto, Takahide Fukuyama*, Md Taifur Rahman, Ilhyong Ryu

*Corresponding author for this work

Research output: Contribution to journalArticle

32 Scopus citations

Abstract

Sonogashira coupling reaction leading to a matrix metalloproteinase inhibitor was investigated using an automated microreactor system, which is a sequential temperature- and flow rate-programed reaction evaluation system. By repeating the use of this computer-controlled system four times, we were able to determine the optimal conditions and quickly apply them to a 10 g scale synthesis using the same microreactor system. The optimal conditions were also applied to a 100 g scale production by using another microflow system composed of a T-shaped micromixer (200 μm id) and a stainless tube reactor (2000 μm id and 20 m length). Total time spent for both optimization and production was as short as 50 h.

Original languageEnglish
Pages (from-to)6364-6367
Number of pages4
JournalTetrahedron Letters
Volume50
Issue number46
DOIs
StatePublished - 18 Nov 2009

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