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Solid Phase Synthesis of a Functionalized Bis-Peptide Using "Safety Catch" Methodology
Published on: May 15, 2012
An efficient synthesis of a probe for protein function: 2,3-diaminopropionic acid with orthogonal protecting groups
Ethan A Englund1, Hosahudya N Gopi, Daniel H Appella
1Department of Chemistry, Northwestern University, Evanston, Illinois 60208, USA.
Organic Letters
|January 16, 2004
Abstract:
[reaction: see text] An efficient and cost-effective synthesis of N(alpha)-Boc2-N(beta)-Cbz-2,3-diaminopropionic acid is reported. The synthesis starts from commercially available N(alpha)-Boc-Asp(OBn)-OH and employs a Curtius rearrangement to establish the beta-nitrogen. Proper protection of the alpha-nitrogen is essential for the success of the Curtius rearrangement.
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