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During Peptide Synthesis, the Carboxylic Acid Group May Be Protected

Question 41

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During peptide synthesis, the carboxylic acid group may be protected as the methyl ester. Aqueous base hydrolysis is utilized to remove the ester protecting group. During peptide synthesis, the carboxylic acid group may be protected as the methyl ester. Aqueous base hydrolysis is utilized to remove the ester protecting group.   Write the complete stepwise mechanism for the hydrolysis of the methyl ester of BOC-Val-Gly-OCH<sub>3</sub>, above. Show all intermediate structures and all electron flow with arrows. Write the complete stepwise mechanism for the hydrolysis of the methyl ester of BOC-Val-Gly-OCH3, above. Show all intermediate structures and all electron flow with arrows.

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