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Chapter 29: Q41. (page 1193)

Devise a synthesis of threonine from diethyl acetamidomalonate.

Short Answer

Expert verified

Threonine comes under the category of essential amino acids. It is employed in protein biosynthesis. Some food comprising threonine include lentils and cheese.

Step by step solution

01

Threonine

Threonine comes under the category of essential amino acids. It is employed in protein biosynthesis. Some food comprising threonine include lentils and cheese.

02

Diethyl acetamidomalonate

Diethyl acetamidomalonate is employed for various purposes.Several pharmaceutical compounds can be created from diethyl acetamidomalonate

03

Synthesis of threonine from diethyl acetamidomalonate

In the first step, the diethyl acetamidomalonate is treated with sodium ethoxide. This leads to deprotonation of diethyl acetamidomalonate, forming an enolate ion. Alkylation is done with the help of methyl chloride.

This compound is heated in aqueous acid, which results in hydrolysis and decarboxylation, leading to the product threonine.

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Most popular questions from this chapter

Outline the steps needed to synthesize the tetrapeptideAla鈥揕eu鈥揑le鈥揋ly using the Merrifield technique.

Devise a synthesis of the following dipeptide from amino acid starting materials.

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Identify A鈥揈 in the following reaction sequence.

How many different tripeptides can be formed from three different amino acids?
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