Tetrahedron letters

Formation of bis (Fmoc-amino ethyl)-N-glycine derivatives by reductive amination of Fmoc-amino aldehydes with NaBH 3 CN

JP Salvi, N Walchshofer, J Paris

Index: Salvi, Jean-Paul; Walchshofer, Nadia; Paris, Joelle Tetrahedron Letters, 1994 , vol. 35, # 8 p. 1181 - 1184

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Citation Number: 32

Abstract

Abstract Unexpected results of the reductive amination of Fmoc-amino aldehydes by NaBH 3 CN are described. From glycine and Fmoc-4-t-Butoxy-tyrosinal, a small amount of double condensation product was obtained beside the initially desired product Fmoc-Tyr (OtBu)-ψ (CH 2 NH)-Gly-OH. From glycine methyl ester and Fmoc-glycinal, we only recovered the reduced peptide bond isostere, but from glycine and Fmoc-glycinal, bis (Fmoc-amino ethyl ...