Streamlined process for the esterification and ketalization of shikimic acid en route to the key precursor for oseltamivir phosphate (Tamiflu™)

Carr, Robert; Ciccone, Frank; Gabel, Richard; Guinn, Martin; Johnston, David; Mastriona, Jill; Vandermeer, Trevor; Groaning, Michael

Streamlined process for the esterification and ketalization of shikimic acid en route to the key precursor for oseltamivir phosphate (Tamiflu™)

2008

In an effort to streamline the current process for the key precursor en route to Tamiflu™ (oseltamivir phosphate), the ketalization reaction was re-evaluated for areas of improvement. Removal of thionyl chloride was a priority from a EH & S and operational perspective. Finally, the reduction of solvents and telescoping steps would improve throughput and minimize waste streams.

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