Continuous-flow synthesis and purification of atropine with sequential in-line separations of structurally similar impurities

Chunhui Dai; David R. Snead; Ping Zhang; Timothy F. Jamison

doi:10.1556/1846.2015.00013

Journal of Flow Chemistry

Volume/Issue:: Volume 5: Issue 3

Continuous-flow synthesis and purification of atropine with sequential in-line separations of structurally similar impurities

Authors:

Chunhui Dai

Chunhui Dai Massachusetts Institute of Technology, 77 Massachusetts Avenue, Cambridge, Massachusetts 02139, USA

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David R. Snead

David R. Snead Massachusetts Institute of Technology, 77 Massachusetts Avenue, Cambridge, Massachusetts 02139, USA

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Ping Zhang

Ping Zhang Massachusetts Institute of Technology, 77 Massachusetts Avenue, Cambridge, Massachusetts 02139, USA

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Timothy F. Jamison

Timothy F. Jamison Massachusetts Institute of Technology, 77 Massachusetts Avenue, Cambridge, Massachusetts 02139, USA

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Pages:: 133–138

Online Publication Date:: Sep 2015

Publication Date:: 01 Sep 2015

Article Category:: Rapid Communication

DOI:: https://doi.org/10.1556/1846.2015.00013

Keywords:: continuous-flow synthesis; membrane separation; atropine

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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.

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Journal of Flow Chemistry A Journal of the Flow Chemistry Society

Print ISSN:: 2062-249X

Online ISSN:: 2063-0212

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Journal of Flow Chemistry
Language	English
Size	A4
Year of Foundation	2011
Volumes per Year	1
Issues per Year	4
Founder	Áramlásos Kémiai Tudományos Társaság
Founder's Address	H-1031 Budapest, Hungary Záhony utca 7.
Publisher	Akadémiai Kiadó Springer Nature Switzerland AG
Publisher's Address	H-1117 Budapest, Hungary 1516 Budapest, PO Box 245. CH-6330 Cham, Switzerland Gewerbestrasse 11
Responsible Publisher	Chief Executive Officer, Akadémiai Kiadó
ISSN	2062-249X (Print)
ISSN	2063-0212 (Online)