Convenient synthesis of 3-(S)-amino-γ-butyrolactone
An efficient two step conversion of N-t-Boc-L-aspartic acid β-benzyl ester to enantiopure 3-(S)-amino-γ-butyrolactone is described. In this route, chemoselective reduction of the α-carboxylic group in the starting material via a mixed anhydride with NaBH4 afforded the corresponding alcohol in 95% yield without any loss of the optical purity. Subsequent acidic hydrolysis of the N-protected β-amino alcohol not only deprotected the amino group, but also produced the desired γ-lactone in 98% yield with complete retention of the optical activity.
Publication Source (Journal or Book title)
Sibrian-Vazquez, M., & Spivak, D. (2002). Convenient synthesis of 3-(S)-amino-γ-butyrolactone. Synlett (7), 1105-1106. https://doi.org/10.1055/s-2002-32597