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Draw the alkyl halide that would be necessary to make the
Chapter 25, Problem 25.84(choose chapter or problem)
Draw the alkyl halide that would be necessary to make the amino acid tyrosine using an amidomalonate synthesis. This alkyl halide is highly susceptible to polymerization. Draw the structure of the expected polymeric material.
Questions & Answers
QUESTION:
Draw the alkyl halide that would be necessary to make the amino acid tyrosine using an amidomalonate synthesis. This alkyl halide is highly susceptible to polymerization. Draw the structure of the expected polymeric material.
ANSWER:Step 1 of 2
In this exercise, we’re told that the amino acid tyrosine can be prepared using an amidomalonate synthesis.
Recall that the amidomalonate synthesis relies on deprotonation of diethyl acetamidomalonate with sodium ethoxide, followed by quenching with an alkyl halide that contains the side chain we would desire to have on the finished amino acid. Heating the intermediate in aqueous acid gives an -amino acid with the alkyl chain of the alkyl halide attached to the position.
We’re told that the alkyl halide that would be necessary to make tyrosine using an amidomalonate synthesis is highly susceptible to polymerization. We’re asked to draw the structure of the expected polymeric material that would be formed from this alkyl halide.