I am trying to cleave the tert-butyl ester protecting group from a glutamic acid containing compound with a benzyl group. Please give suggestions?

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James Demers

If your compound is thermally stable, heating it in vacuum to about 180ºC will cleave off isoubutene, leaving the free acid. Quinoline, as a solvent, might be helpful.

Bis(tri-n-butyltin) oxide is another option.

Colin Calabrese

You can deprotect with 50/50 trifluoroacetic acid and dichloromethane at RT.

Jürgen Wintner

https://www.organic-chemistry.org/abstracts/literature/022.shtm