Nα-Fmoc-protected (2S, 3S)-β-methyltryptophan has been synthesized by asymmetric synthesis through the aid of an oxazolidinone auxiliary. Coupling of the mixed anhydride of Nin-Boc-protected indoleacrylic acid to the oxazolidinone auxiliary was achieved by lithium bromide and N, N-dimethylpyridine (DMAP). This reaction is milder and more convenient to run than the traditional conditions using butyl lithium.
- Auxiliary assisted asymmetric synthesis
- Constrained amino acids
- Lithium bromide (LiBr)
- N, N-dimethylaminopyridine (DMAP)
ASJC Scopus subject areas
- Drug Discovery
- Organic Chemistry