An Efficient Synthesis of a Probe for Protein Function: 2,3-Diaminopropionic Acid with Orthogonal Protecting Groups

Ethan A. Englund, Hosahudya N. Gopi and Daniel H. Appella*

*National Institutes of Health, 9000 Rockville Pike, Bethesda, Maryland 20892, Email: appelladniddk.nih.gov

E. A. Englund, H. N. Gopi, D. H. Appella, Org. Lett., 2004, 6, 213-215.

DOI: 10.1021/ol0361599

---

Abstract

An efficient synthesis of N(α)-Boc₂-N(β)-Cbz-2,3-diaminopropionic acid is reported. The synthesis starts from commercially available N(α)-Boc-Asp(OBn)-OH and employs a Curtius rearrangement to establish the β-nitrogen. The success of the Curtius rearrangement depends on proper protection of the α-nitrogen.

see article for more reactions

---

---

Key Words

Curtius Rearrangement, tert-butyl carbamates

---

ID: J54-Y2004-850