Open AccessContinuous-Flow Synthesis and Purification of Atropine with Sequential In-Line Separations of Structurally Similar Impurities
Author(s) -
Chunhui Dai,
David R. Snead,
Ping Zhang,
Timothy F. Jamison
Publication year - 2015
Publication title -
journal of flow chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.916
H-Index - 25
eISSN - 2063-0212
pISSN - 2062-249X
DOI - 10.1556/1846.2015.00013
Subject(s) - atropine , continuous flow , chemistry , chromatography , nanochemistry , impurity , flow (mathematics) , combinatorial chemistry , organic chemistry , mathematics , biochemical engineering , anesthesia , engineering , medicine , geometry
Flow chemistry has attracted significant interest in pharmaceutical development, where substantial efforts have been directed toward the design of continuous processes. Here, we report a total synthesis of atropine in flow that features an unusual hydroxymethylation and separation of several byproducts with high structural similarity to atropine. Using a combination of careful pH control in three sequential liquid-liquid extractions and a functionalized resin, atropine is delivered by the flow system with >98% purity.United States. Defense Advanced Research Projects Agency (DARPA N66001-11-C-4147
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