Facile Way to Synthesize N^α‐Boc‐N^β‐Cbz‐2,3‐ Diaminopropionic Acid Derivatives via 5‐Oxazolidinone

Abstract

An economical and facile synthesis of N^α‐Boc‐N^β‐Cbz‐2,3‐diaminopropionic acid derivatives is reported. The key aspect of this method is employment of N‐Boc‐5‐oxazolidinone moiety to simultaneously provide proper protection of α‐amido and α‐carboxyl functional groups and affords the desired isocyanate 5 successfully by a Curtius rearrangement. The obtained intermediate 6 can be readily converted to various derivatives of N^α‐Boc‐N^β‐Cbz‐2,3‐diaminopropionic acid by conventional procedure.

Keywords:

• Curtius rearrangement
• 2,3‐diaminopropionic acid
• isocyanate
• 5‐oxazolidinone