Chapter 29: Q42P (page 1193)
Devise a synthesis of each amino acid from acetaldehyde :
(a) Glycine;
(b) Alanine.
Short Answer
a.
b.
Chapter 29: Q42P (page 1193)
Devise a synthesis of each amino acid from acetaldehyde :
(a) Glycine;
(b) Alanine.
a.
b.
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Get started for freeGlutamic acid is synthesized by the following reaction sequence. Draw a stepwise mechanism for Steps [1]โ[3].
Devise a synthesis of threonine from diethyl acetamidomalonate.
Question:Gramicidin S, a topical antibiotic produced by the bacterium Bacillus brevis, is a cyclic decapeptide formed from five amino acids. Draw the structures of the amino acids that form gramicidin S, and explain why this compound possesses two unusual structural features.
Another method to form a peptide bond involves a two-step process:
[1] Conversion of a Boc-protected amino acid to a p-nitrophenyl ester.
[2] Reaction of the p-nitrophenyl ester with an amino acid ester.
Why does a p-nitrophenyl ester โactivateโ the carboxy group of the first amino acid to amide formation?
Would a p-methoxyphenyl ester perform the same function? Why or why not?
What - halo carbonyl compoundis needed to synthesize each amino acid?
(a) Glycine
(b) Isoleucine
(c) Phenylalanine
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