To synthesize the dipeptide N-Ala-Asp-C using solution-phase peptide synthesis, Boc-protected alanine and protected aspartic acid would be required along with DCC as the coupling agent. The alanine nitrogen would be protected with Boc and the aspartic acid carboxylate protected before coupling with DCC. TFA and HF would then be used to remove the protecting groups and yield the final dipeptide.

1. Solution-Phase Peptide Synthesis + (DCC)

2. D.6-3: Which two molecules would be required for an effective solution-phase synthesis of the dipeptide N-Ala-Asp-C? Be sure to use an effective protecting group strategy. Ala-Asp Ala-Ala Asp-Asp Asp-Ala THE PROTECTING GROUP STRATEGY!

3. Protecting Amino Acid Nitrogens Ala-N-terminus Boc-Cl

4. Protecting Amino Acid Carboxylates Asp

5. Deprotection of Amino Acid Nitrogens TFA

6. Deprotection of Amino Acid Carboxylates

7. Dipeptide Synthesis (DCC Coupling) DCC TFA HF N-Ala-Asp-C

8. DCU +