Abstract Herein we report a facilesynthesis of esters of bis‐α‐aminoalkylphosphinic acids obtained by an addition of Cbz‐protected phosphinic analogues of amino acid methyl esters to an appropriate imine in refluxing benzene. Complete deprotection of the esters could be achieved in one step by the action of 30% HBr in acetic acid.
Synthesis of α1-(Cbz-aminoalkyl)-α2-(hydroxyalkyl)phosphinic esters
作者:Marcin Drag、Józef Oleksyszyn
DOI:10.1016/j.tetlet.2005.03.083
日期:2005.5
A synthesis of alpha(1)-(Cbz-aminoalkyl)-alpha(2)-(hydroxyalkyl)phosphinic esters was achieved by the 1,2-addition of the appropriate aldehyde to Cbz-protected phosphinic analogues of amino acid esters in the presence of at least three equivalents of trimethylsilyl chloride and NEt3. The complete deprotection of the product esters could be achieved in one step using 35% HBr in acetic acid. (c) 2005 Elsevier Ltd. All rights reserved.
Synthesis of methionine- and norleucine-derived phosphinopeptides
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. (C) 2008 Elsevier Ltd. All rights reserved.
Synthesis of 1-(N-Benzyloxycarbonylamino)-5-(N-terbutyloxycarbonylamino)pentylphosphinic Acid
作者:Alain Lecoq、Athanasis Yiotakis、Vincent Dive
DOI:10.1080/00397919408010608
日期:1994.11
A procedure for the preparation of the suitable protected phosphinic analogue of lysine is described, starting from the commercially available 3-4 dihydro-2H pyran.