17. (a) How will you prepare a-amino acids using Gabriel's phthalimide synthesis ?
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Do not be alarmed by the number of methods to synthesize amino acids described in this section.You have seen many of these reactions in previous sections and should already be familiar with the approaches discussed here.
To fulfill the requirements of Objective 1, review the Hell‑Volhard‑Zelinskii reaction (Section 22.4) and the Gabriel phthalimide synthesis (Section 24.6).
The amidomalonate synthesis is a simple variation of the malonic ester synthesis (Section 22.7). A base abstracts a proton from the alpha carbon, which is then alkylated with an alkyl halide. Then both the hydrolysis of the esters and the amide protecting group under aqueous acidic conditions generates the α‑amino acid.
Explanation:
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