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Toward a large-scale approach to milnacipran analogues using diazo compounds in flow chemistry

Mueller, Simon T. R., Murat, Aurélien, Hellier, Paul and Wirth, Thomas 2016. Toward a large-scale approach to milnacipran analogues using diazo compounds in flow chemistry. Organic Process Research and Development 20 (2) , pp. 495-502. 10.1021/acs.oprd.5b00308

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Abstract

The safe use of diazo reagents for the preparation of a key structure in the synthesis of milnacipran analogues is described herein. Using continuous flow technology, the diazo reagent is synthesized, purified, dried, and subsequently used in semi-batch mode for an intramolecular cyclopropanation. Side products formed in the reaction are isolated and rationalized to optimize the process. Different separation techniques in flow are compared with regard to their ability to produce pure and dry diazo reagents. The studies yield a scalable process to a key intermediate in the syntheses of milnacipran and its possible substituted analogues.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Subjects: Q Science > QD Chemistry
Publisher: ACS
ISSN: 1083-6160
Last Modified: 01 Jul 2019 09:49
URI: http://orca-mwe.cf.ac.uk/id/eprint/84932

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