Answered: ОН H,N. (R)-mandelic acid alanine (two…

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ОН H,N. (R)-mandelic acid alanine (two enantiomers)

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter25: Enolate & Enol Nucleophiles

Section: Chapter Questions

Problem 20E

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Question

Another strategy used to resolve amino acids involves converting the carboxy group to an ester and then using a chiral carboxylic acid to carry out an acid–base reaction at the free amino group. Using a racemic mixture of alanine enantiomers and (R)-mandelic acid as resolving agent, write out the steps showing how a resolution process would occur.

ОН
H,N.
(R)-mandelic acid
alanine
(two enantiomers)

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