ORGANIC CHEMISTRY-PRINT MULTI TERM
ORGANIC CHEMISTRY-PRINT MULTI TERM
4th Edition
ISBN: 9781119832614
Author: Klein
Publisher: WILEY
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Chapter 25.3, Problem 14PTS

(a)

Interpretation Introduction

Interpretation:

Reagents required for preparation of isoleucine, alanine and valine by using amidomalonate synthesis need to be identified.

Concept introduction:

Amidomalonate synthesis is a process in which an halide is converted to a aminoacid with two new carbon atoms (comes from amidomalonate).  By use of this method a new alkyl groups can be introduced.  A general scheme of this synthesis is shown below,

ORGANIC CHEMISTRY-PRINT MULTI TERM, Chapter 25.3, Problem 14PTS , additional homework tip  1

Steps involved in amidomalonater synthesis are,

  • Deprotonation of α carbon in amidomalonate
  • Alkylation of enolate
  • Hydrolysis of ester using aqueous acid
  • Decarboxylation at high temperature

To find: the reagents used for synthesis of isoleucine by amidomalonate synthesis.

(b)

Interpretation Introduction

Interpretation:

Reagents required for preparation of isoleucine, alanine and valine by using amidomalonate synthesis need to be identified.

Concept introduction:

Amidomalonate synthesis is a process in which an halide is converted to a aminoacid with two new carbon atoms (comes from amidomalonate).  By use of this method a new alkyl groups can be introduced.  A general scheme of this synthesis is shown below,

ORGANIC CHEMISTRY-PRINT MULTI TERM, Chapter 25.3, Problem 14PTS , additional homework tip  2

Steps involved in amidomalonater synthesis are,

  • Deprotonation of α carbon in amidomalonate
  • Alkylation of enolate
  • Hydrolysis of ester using aqueous acid
  • Decarboxylation at high temperature

To find: the reagents used for synthesis of alanine by amidomalonate synthesis.

(c)

Interpretation Introduction

Interpretation:

Reagents required for preparation of isoleucine, alanine and valine by using amidomalonate synthesis need to be identified.

Concept introduction:

Amidomalonate synthesis is a process in which an halide is converted to a aminoacid with two new carbon atoms (comes from amidomalonate).  By use of this method a new alkyl groups can be introduced.  A general scheme of this synthesis is shown below,

ORGANIC CHEMISTRY-PRINT MULTI TERM, Chapter 25.3, Problem 14PTS , additional homework tip  3

Steps involved in amidomalonater synthesis are,

  • Deprotonation of α carbon in amidomalonate
  • Alkylation of enolate
  • Hydrolysis of ester using aqueous acid
  • Decarboxylation at high temperature

To find: the reagents used for synthesis of valine by amidomalonate synthesis.

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Chapter 25 Solutions

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