82629-29-6Relevant academic research and scientific papers
Alkylation of potassium 1-(N-benzyloxycarbonyl-amino)alkylphosphonates and phosphinates in the presence of 18-crown-6
Skwarczynski,Kafarski
, p. 3565 - 3571 (2007/10/03)
During past several years we have been engaged in the synthesis of phosphono peptides, peptide analogues with phosphonic acid replacing C-terminal or N-terminal carboxylate moiety. These compounds are of interest not only because of their promise of direct practical applications but also as a source of information about mechanisms of enzymatic reactions. Esters of N-blocked 1-aminoalkylphosphonic and phosphinic acids are popularly used as starting substrates in multistep syntheses of phosphono peptides. Although several methods for their preparation have been described the search for the new and useful methods of their synthesis is still in progress. In this paper we report that the use of complexes of potassium 1-(N-benzyloxycarbonylamino)alkylphosphonates and phosphinates with 18-crown-6 as nucleophiles in the reaction with alkyl halides afforded the desired esters in good yields.
CONVERSION OF AMINO ACIDS AND DIPEPTIDES INTO THEIR PHOSPHONIC ANALOGS; Aminoalkylphosphonic acids and peptides II.
Oesapay, George,Szilagyi, Ildiko,Seres, Jenoe
, p. 2977 - 2984 (2007/10/02)
Acylamino carboxylic acids were degradated by the Hunsdiecker-reaction; the bromo-derivatives were reacted with NaPO(OC2H5)2.Aminophosphonic acids were obtained by acidic hydrolysis, and half-blocked derivatives by the selective removal of masking substituents.Two phosphonopeptides were also prepared by this route.
