Synthesis of the Enantiomers of 1-{2-Hydroxy-3-[4-(2-hydroxy-phenyl)-piperazin-1-yl]-propyl}-pyrrolidin-2-one Using Soluble and Polystyrene Bound SalenCo(III)OAc Complexes as Catalysts of Hydrolytic Kinetic Resolution

• Autorzy: Kulig K. , Nowicki P. , Malawska B.
• Języki publikacji: EN

Abstrakty

EN

The asymmetric synthesis of 1-{2-hydroxy-3-[4-(2-hydroxy-phenyl)-piperazin-1-yl]- propyl}-pyrrolidin-2-one 3 is described. Enantiomers of compound 3 were synthesized by hydrolytic kinetic resolution (HKR) of racemic 1-oxiranylmethyl-pyrrolidin-2-one rac-2 using soluble or polystyrene bound salenCo(III)OAc complexes folowing its aminolysis with 1-(2-hydroxy-phenyl)-piperazine. The enantiomeric purity of obtained dihydrochloride salts of compounds 3was determined by HPLC method with Chiralpack IA column. The ees determined for enantiomers of compound 3 were in range 92–96% and indicated that proposed methods are effective tools for the synthesis of aminoalcohols. The application of polystyrene bound catalyst of HKR enables its easy isolation from reaction mixture and recovery.

Słowa kluczowe

EN

polymer supported catalysis; amino alcohols; asymmetric synthesis

• Wydawca: Polskie Towarzystwo Chemiczne
• Czasopismo: Polish Journal of Chemistry
• Rocznik: 2007
• Tom: Vol. 81, nr 2
• Strony: 179--186
• Opis fizyczny: Bibliogr. 18 poz., rys.

Twórcy

autor

Kulig K.

autor

Nowicki P.

autor

Malawska B.

• Department of Physicochemical Drug Analysis, Jagiellonian University Medical College, Medyczna 9, 30-688 Kraków, Poland

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