Problems and exercisesProtection of amines
Exercise 1
A molecule has a primary and a secondary amine. With one equivalent of (Boc)2O at 0 °C, which is protected first? How would you then remove the Boc without affecting a methyl ester?
Exercise 2
Boc-Ala-OH and H-Phe-OBn are used in the synthesis of a dipeptide. Once the peptide bond is formed, what conditions would give H-Ala-Phe-OBn, Boc-Ala-Phe-OH and the free dipeptide?