Journal
ORGANIC PROCESS RESEARCH & DEVELOPMENT
Volume 23, Issue 4, Pages 603-613Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.oprd.8b00444
Keywords
E2212; Alzheimer's disease; gamma-secretase; photoisomerization; flow
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Process studies of E2212 (1) toward rapid clinical introduction are described. Through comprehensive route-finding studies and optimization of key condensation and cyclization steps, a racemate-based manufacturing route was established and successfully scaled-up to the hundred kilogram scale. For the rapid delivery of a drug substance containing the Z isomer for preclinical safety studies, the successful scale-up of the photoisomerization of an olefin in a flow system is also presented.
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