ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG(LL)
ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG(LL)
4th Edition
ISBN: 9781119659587
Author: Klein
Publisher: WILEY
Question
Book Icon
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-STUD.SOLNS.MAN+SG(LL), 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-STUD.SOLNS.MAN+SG(LL), 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-STUD.SOLNS.MAN+SG(LL), 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.

Blurred answer
Students have asked these similar questions
A first order reaction is 46.0% complete at the end of 59.0 minutes. What is the value of k? What is the half-life for this reaction? HOW DO WE GET THERE? The integrated rate law will be used to determine the value of k. In [A] [A]。 = = -kt What is the value of [A] [A]。 when the reaction is 46.0% complete?
3. Provide the missing compounds or reagents. 1. H,NNH КОН 4 EN MN. 1. HBUCK = 8 хно Panely prowseful kanti-chuprccant fad, winddively, can lead to the crading of deduc din-willed, tica, The that chemooices in redimi Грин. " like (for alongan Ridovi MN نيا . 2. Cl -BuO 1. NUH 2.A A -BuOK THE CF,00,H Ex 5)
2. Write a complete mechanism for the reaction shown below. NaOCH LOCH₁ O₂N NO2 CH₂OH, 20 °C O₂N NO2

Chapter 25 Solutions

ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG(LL)

Knowledge Booster
Background pattern image
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
Text book image
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Text book image
Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education
Text book image
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education
Text book image
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Text book image
Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY