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Chapter 23: Q37E (page 783)

The amino acid leucine is biosynthesized from 伪-ketoisovalerate by the following sequence of steps. Show the mechanism of each.

Short Answer

Expert verified

The synthesis of leucine takes place from 伪-ketoisovalerate.

Step by step solution

01

Given sequence

The given reaction sequence is as follows,

02

Mechanism

Following are the steps involved in the process of synthesis of Leucine is,

  1. Aldol type reaction.
  2. Oxidation of alcohol with help of NAD+
  3. Decarboxylation
  4. Condensation with NH3 followed by reducing the desired product.

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Most popular questions from this chapter

What product would you expect from the following mixed Claisen-like reaction?

How could you prepare the following cyclohexanones by combining a Stork enamine reaction with an intramolecular aldol condensation? (See Problem 23-64.)

The bicyclic ketone shown below does not undergo aldol self-condensation even though it has two hydrogen atoms. Explain.

As shown in Figures 23-4, the Claisen reaction is reversible. That is, a饾泝-keto ester can be cleaved by base into two fragments. Using curved arrows to indicate electron flow, show the mechanism by which this cleavage occurs.

What product would you expect to obtain from aldol cyclization of hexanedial,OHCCH2CH2CH2CH2CHO
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