The Development of a Manufacturable Synthesis of LY213829
Organic Process Research & Development2000Vol. 4(4), pp. 295–297
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Brian J. Slattery, Douglas P. Kjell, James D. Copp, Francis O. Ginah, Marvin M. Hansen, Stephen C. Stirm
Abstract
The development of a manufacturable synthesis of LY213829 (4-thiazolidinone-5-[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl] methyl) is described. Rather than reduction to eliminate the thiocarbonyl from the rhodanine moiety, the new route utilizes a novel concurrent ring opening with ammonia and re-cyclization with formaldehyde. This change obviates a potentially problematic zinc solid waste stream.
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