Drill Problem 6-3

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 +