Which of the following dipeptides is formed when tyrosine is treated with (BoC)₂O and proline is treated with benzyl alcohol/acid first and the resulting intermediates are reacted in the presence of DCC followed by treatment with trifluoroacetic acid and then aqueous NaOH?

Question

Quizplus · Accepted Answer

The given reaction sequence involves coupling tyrosine and proline separately with different reagents followed by deprotection and final coupling in the presence of DCC. Therefore, it is clear that the final dipeptide formed will contain one tyrosine and one proline residue. Among the given options, only choice A) Tyr-Pro corresponds to this dipeptide, and hence it is the best choice. Option B) Pro-Tyr would have resulted in a different dipeptide with the opposite order of amino acid residues. Options C) Pro-Pro and D) Tyr-Tyr are not formed by the given reaction sequence. Therefore, the answer is A) Tyr-Pro.

Which of the Following Dipeptides Is Formed When Tyrosine Is