A one-step synthesis of pseudoephedrine glycinamide, a versatile precursor for the synthesis of α-amino acids

作者: Andrew G Myers , Taeyoung Yoon , James L Gleason

DOI: 10.1016/0040-4039(95)00820-3

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摘要: Abstract Both enantiomers of pseudoephedrine glycinamide [(+)- or (−)- 1 ] were synthesized by either two procedures: (1) a standard two-step coupling N -Boc-Gly with followed deprotection, (2) more economical one-step reaction Gly-OMe mediated LiCl and base.

参考文章(5)
Jesús F. Almeida, Josefa Anaya, Nieves Martin, Manuel Grande, Joaquín R. Moran, Ma Cruz Caballero, New enantioselective synthesis of 4-hydroxy-2-oxopyrrolidine-N-acetamide (oxiracetam) from malic acid Tetrahedron-asymmetry. ,vol. 3, pp. 1431- 1440 ,(1992) , 10.1016/0957-4166(92)80020-W
Andrew G. Myers, Bryant H. Yang, Hou Chen, James L. Gleason, Use of Pseudoephedrine as a Practical Chiral Auxiliary for Asymmetric Synthesis Journal of the American Chemical Society. ,vol. 116, pp. 9361- 9362 ,(1994) , 10.1021/JA00099A076
M. Brenner, W. Huber, Herstellung von α‐Aminosäureestern durch Alkoholyse der Methylester Helvetica Chimica Acta. ,vol. 36, pp. 1109- 1115 ,(1953) , 10.1002/HLCA.19530360522
Max Frankel, Ephraim Katchalski, Poly-condensation of α-Amino Acid Esters. I. Poly-condensation of Glycine Esters1 Journal of the American Chemical Society. ,vol. 64, pp. 2264- 2268 ,(1942) , 10.1021/JA01262A011
Llewellyn H. Welsh, The Constitution of Acetylephedrine and Acetyl-ψ-ephedrine Journal of the American Chemical Society. ,vol. 69, pp. 128- 136 ,(1947) , 10.1021/JA01193A036