Question: The polymeric resin used for Merrifield solid-phase peptide synthesis (Section 26.8) is prepared by treating polystyrene with N-(hydroxymethyl) phthalimide and trifluoromethanesulfonic acid, followed by reaction
The polymeric resin used for Merrifield solid-phase peptide synthesis (Section 26.8) is prepared by treating polystyrene with N-(hydroxymethyl) phthalimide and trifluoromethanesulfonic acid, followed by reaction with hydrazine. Propose a mechanism for bothsteps.

CH2NH2 N-CH- N. H2NNH2 CH2 CF3SO3H -CH2-CH CH2-CHt Polystyrene -CH2C
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Step 1 Polystyrene and the phthalimide combine in an electrophilic aromatic substituti... View full answer
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