Synthesis of methionine- and norleucine-derived phosphinopeptides

• DOI: 10.1016/j.tetlet.2008.07.062
• Publication Date: 2008-07-13T08:42:44Z
• Authors: Radek Liboska; Jan Pícha; Ivona Hančlová; Miloš Buděšínský; Miloslav Šanda; Jiří Jiráček
• Keywords: 01 natural sciences; 0104 chemical sciences

Abstract We present herein a straightforward synthesis of N -Fmoc-protected synthons derived from a phosphinic analogue of methionine. These precursors were used successfully for the solid-phase synthesis of methionine-mimic phosphinopeptides using BOP-catalyzed coupling without protection of the phosphoryl moiety. We also prepared a new type of pseudopeptide derived from a phosphinic analogue of norleucine with a –PO(OH)–CH 2 –COOR moiety.