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A Low-Waste Process To Sertraline By Diastereomeric Crystal Resolution and Waste Isomer Racemisation

Blacker, A. John, Brown, Stuart, Clique, Blandine, Gourlay, Brian, Headley, Catherine E., Ingham, Stephen, Ritson, Dougal, Screen, Thomas, Stirling, Matthew J., Taylor, David and Thompson, Gary (2009) A Low-Waste Process To Sertraline By Diastereomeric Crystal Resolution and Waste Isomer Racemisation. Organic Process Research and Development, 13 (6). pp. 1370-1378. ISSN 1083-6160

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Abstract

A semi-continuous method for recovering waste sertraline isomers from a diastereomeric crystallisation process is described in which the mother liquors from a highly selective mandelic acid resolution for the (1S,4S) isomer are treated sequentially with SCRAM, an iridium-based chiral amine racemisation catalyst, and then catalytic potassium tertiary butoxide to epimerise the methine chiral centre. The green, low-waste process also deals with recovery and recycle of the precious-metal catalyst, providing both good economics and high-quality product.

Item Type: Article
Subjects: Q Science > QD Chemistry
Schools: School of Applied Sciences
Depositing User: Graham Stone
Date Deposited: 12 Oct 2012 13:18
Last Modified: 12 Oct 2012 13:18
URI: http://eprints.hud.ac.uk/id/eprint/15562

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