Synthesis of bridged sugar amino acids: a new entry into conformationally locked delta- and epsilon-amino acids

摘要

The synthesis of three methylene bridged sugar amino acids is described. Key transformations in the synthetic strategy are a CO-insertion on fully protected ribose, an aldol condensation with formaldehyde and an oxetane forming cyclisation step. A novel Leuenkephalin analogue containing the delta-SAA 1 was prepared using standard solution phase peptide chemistry. (C) 2003 Elsevier Science Ltd. All tights reserved. [References: 38]