Why is it necessary to resolve chiral pharmaceuticals (why cant we just use racemic versions)? What are the important criteria of a good resolving reagent? In particular why is (S)- methylbenzylamine a suitable resolving agent for ibuprofen

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
icon
Related questions
Question

Why is it necessary to resolve chiral pharmaceuticals (why cant we just use racemic versions)?

What are the important criteria of a good resolving reagent?

In particular why is (S)- methylbenzylamine a suitable resolving agent for ibuprofen

NH3
NH2
(S,S) Salt- Insoluable in Aqueous Solution
Forms Precipitate
CH3
HO
Racemic-(+)-Ibuprofen
(S)-(-)-methylbenzyl amine
CH3
NH3
(R,S) Salt- Soluable in Aqueous Solution
Transcribed Image Text:NH3 NH2 (S,S) Salt- Insoluable in Aqueous Solution Forms Precipitate CH3 HO Racemic-(+)-Ibuprofen (S)-(-)-methylbenzyl amine CH3 NH3 (R,S) Salt- Soluable in Aqueous Solution
CH3
CH3
H2SO4
NH3
(S)-(+)-ibuprofen
(not water soluable)
(S,) Salt
NH3
HSO4
ammonium salt
(water soluable)
Oll.
Transcribed Image Text:CH3 CH3 H2SO4 NH3 (S)-(+)-ibuprofen (not water soluable) (S,) Salt NH3 HSO4 ammonium salt (water soluable) Oll.
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 4 steps with 1 images

Blurred answer
Knowledge Booster
Stereochemistry in Organic Reactions
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY