An asymmetric synthesis of ADDA and ADDA-glycine dipeptide using the β-lactam synthon method

Abstract

The paper describes the synthesis of the N-Boc lactam 4 and demonstrates that it is an important intermediate in the synthesis of dipeptide 5 (X = H, n = 0, R = Me), an analogue of the ADDA-Glu dipeptide 3. In addition we have described a mild method for the preparation of the amino acid salt ADDA·HCl and provided synthetic methods and full characterisation for the previously `elusive' free amino acid ADDA.