Synlett

Convenient Synthesis of 3-(S)-Amino-γ-butyrolactone

M Sibrian-Vazquez, DA Spivak

Index: Sibrian-Vazquez, Martha; Spivak, David A. Synlett, 2002 , # 7 p. 1105 - 1106

Full Text: HTML

Citation Number: 6

Abstract

Abstract An efficient two step conversion of Nt-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 NaBH 4 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 ...

Related Articles:

Synthesis of enantiomerically pure β-amino-α-methylene-γ-butyrolactones by way of ozonolysis of aromatic α-amino acids

[Canadian Journal of Chemistry, , vol. 66, p. 779 - 782]

More Articles...