280559-82-2Relevant academic research and scientific papers
Catalyse intramoleculaire de l'aminolyse d'heterocycles phosphores derives des α aminoamides. I: Synthese de (thio) phosphor(N)diamides incorporant un residu de ss aminoacide
Dujols, Frederic,Jollet, Philippe,Mulliez, Michel
, p. 231 - 254 (1998)
A general scheme of intramolecular nucleophilic catalysis of aminolysis of the heterocycles B is proposed (Figure 2). The requisite heterocycle D, when built with a β aminoamide residue, allows also a repetitive β peptide synthesis, as with α aminoacids (Figure 1). In order to evaluate the feasibility of both schemes, fifteen phosphor(n)diamides (table III) incorporating one residue of β aminoacid, in form of esters 3, acids 5 (models of E, Figure 2), nitrile 11, or hydrazides 12 have been synthesized starting from P(IV) dichlorides 1 (Figure 3). Unexpectedly hydrolysis of nitriles 6 b c leads to β diacids 9 b c with the regular acids 8 b c.
