There are 20 common, naturally occurring amino acids from which all proteins are derived (as will be discussed in Chapter 25), although many other less common amino acids have been isolated from natural sources. Valine is one of the 20 common amino acids, and it was used as a starting material in the laboratory synthesis of an uncommon amino acid (Tetrahedron 1997, 53, 1151-1156). During one of the steps in the synthesis, compound 1 was treated with HBr under conditions that favor radical addition, giving stereoisomers 2 and 3. Draw the structures of 2 and 3, and describe their stereoisomeric relationship. H₂C- CH₂ H₁₂ HT H (S)-valine -CH₂ Modify the given copies of compound 1 to drawthe structures of 2 and 3. You can use the single bond tool to add/remove double bonds. H₂C- O میان CH₂ OCH3 -CH3 HBr hv 2 + 3

Chemistry: Principles and Reactions
8th Edition
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Chapter23: Organic Polymers, Natural And Synthetic
Section: Chapter Questions
Problem 31QAP: On complete hydrolysis, a polypeptide gives two alanine, one leucine, one methionine, one...
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There are 20 common, naturally occurring amino acids from which all proteins are derived (as will be discussed in Chapter 25),
although many other less common amino acids have been isolated from natural sources. Valine is one of the 20 common amino acids,
and it was used as a starting material in the laboratory synthesis of an uncommon amino acid (Tetrahedron 1997, 53, 1151-1156).
During one of the steps in the synthesis, compound 1 was treated with HBr under conditions that favor radical addition, giving
stereoisomers 2 and 3. Draw the structures of 2 and 3, and describe their stereoisomeric relationship.
H3C-
CH₂
H
N
HT
H
(S)-valine
-CH3
00
Modify the given copies of compound 1 to drawthe structures of 2 and 3. You can use the single bond tool to add/remove double
bonds.
H3C-
-N
&
N
CH₂
HBr
OCH₂
hv
-CH3
2 + 3
Transcribed Image Text:There are 20 common, naturally occurring amino acids from which all proteins are derived (as will be discussed in Chapter 25), although many other less common amino acids have been isolated from natural sources. Valine is one of the 20 common amino acids, and it was used as a starting material in the laboratory synthesis of an uncommon amino acid (Tetrahedron 1997, 53, 1151-1156). During one of the steps in the synthesis, compound 1 was treated with HBr under conditions that favor radical addition, giving stereoisomers 2 and 3. Draw the structures of 2 and 3, and describe their stereoisomeric relationship. H3C- CH₂ H N HT H (S)-valine -CH3 00 Modify the given copies of compound 1 to drawthe structures of 2 and 3. You can use the single bond tool to add/remove double bonds. H3C- -N & N CH₂ HBr OCH₂ hv -CH3 2 + 3
Describe the relationship of 2 and 3.
O They are superimposable.
O They are diastereomers.
O They are enantiomers.
O They are constitutional isomers.
Transcribed Image Text:Describe the relationship of 2 and 3. O They are superimposable. O They are diastereomers. O They are enantiomers. O They are constitutional isomers.
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