67398-27-0Relevant articles and documents
High-performance liquid chromatographic enantioseparation of N-aryl-thioureidoalkylphosphonates and thiourylenedi(alkylphosphonates) on polysaccharide-based chiral stationary phases
Drabowicz, Józef,Kudzin, Marcin H.,Kudzin, Zbigniew H.,Pokora-Sobczak, Patrycja
supporting information, p. 131 - 140 (2017/12/28)
The first successful enantioseparation of representative O,O-diphenyl-N-arylthioureidoalkylphosphonates, (±)-Ptc-ValP(OPh)2 & (±)-Ptc-LeuP(OPh)2 and thiourylenedi(isobutyl phosphonate), Tcm[ValP(OPh)2]2 on analytical and semipreparative scale was achieved by high-performance liquid chromatography using polysaccharide-based chiral stationary phases (CPs). Atc-AAP(OPh)2 was obtained using modified tricomponent condensations of the corresponding aldehydes, N-arylthiourea and triphenyl phosphite whereas Tcm[ValP(OPh)2]2 by the condensations of aldehydes, thiourea, and triphenyl phosphite. The prepared, racemic (±)-Atc-AAP(OPh)2 [(±)-Ptc-ValP(OPh)2, (±)-Ptc-LeuP(OPh)2, (±)-Ptc-PglyP(OPh)2 and (±)-Ntc-PglyP(OPh)2] and racemic (±)-Tcm[AAP(OPh)2]2 [(±)-Tcm[NvaP(OPh)2]2 & (±)-Tcm[ValP(OPh)2]2] were adequately characterized and used for chromatographic separations on high-performance liquid chromatography–chiral stationary phases. The best results were obtained for (±)-Ptc-ValP(OPh)2, (±)-Ptc-LeuP(OPh)2 and (±)-Tcm[ValP(OPh)2]2.
