-. Answer all parts (i-iii). This question relates to the amino acids alanine D and glycine E (structures shown below). H2N -CH: C OH H2N FCH- CH3 E i) Explain, with reference to their structures, why alanine D is chiral while glycine E achiral. ii) Assign the priority of the substituents present on the chiral carbon of alanine D. i) Building upon your answer in (ii) draw both the R and S enantiomers of alanine D. In your answer make sure to use "dashes" and "wedges" to indicate the stereochemistry of each enantiomer.

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter23: Amines
Section: Chapter Questions
Problem 23.22P
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3.
Answer all parts (i-iii).
This question relates to the amino acids alanine D and glycine E (structures shown
below).
H2N-
-CH–C:
ОН
НаN — CH—с—он
ČH3
H.
D
E
i)
Explain, with reference to their structures, why alanine D is chiral while glycine E
achiral.
ii)
Assign the priority of the substituents present on the chiral carbon of alanine D.
Building upon your answer in (ii) draw both the R and S enantiomers of alanine
D. In your answer make sure to use "dashes" and "wedges" to indicate the
stereochemistry of each enantiomer.
ii)
Transcribed Image Text:3. Answer all parts (i-iii). This question relates to the amino acids alanine D and glycine E (structures shown below). H2N- -CH–C: ОН НаN — CH—с—он ČH3 H. D E i) Explain, with reference to their structures, why alanine D is chiral while glycine E achiral. ii) Assign the priority of the substituents present on the chiral carbon of alanine D. Building upon your answer in (ii) draw both the R and S enantiomers of alanine D. In your answer make sure to use "dashes" and "wedges" to indicate the stereochemistry of each enantiomer. ii)
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