3-(2,4,5-triflorfenil)propan-1,2-diol sentezi üzerine yapılan çalışmalar
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Abstract
SAN-TEZ projesi kapsamında yapılan bu çalışmada, yeni bir yöntem ile Sitagliptin in ana iskelet yapısını oluşturan (R)-3-amino-4-(2.4.5-triflorfenil) butanoik asit sentezi için öncü bileşikler elde edildi. D-Mannitol?den çıkılarak kiral aldehit bileşiği sentezlendi. Hazırlanan Grignard reaktifinin aldehit bileşiğine katılma reaksiyonundan (2,2-dimetil-1,3-dioksalan-4-il)(2,4,5-triflorfenil)metanol bileşiği elde edildi. Elde edilen bileşiğin benzilik OH grubu klorürüne çevrildi. Benzilik klorürün indirgenmesiyle 3-(2,4,5-triflorfenil) propan-1,2-diol bileşiği sentezlendi. In the light of a newly developed method, precursors for the synthesis of (R)-3-amino-4-(2.4.5-trifluorophenyl) butanoic acid, the compound forming the main skeletal structure of Sitagliptin, were obtained as part of a study carried out within the SAN-TEZ project. D-Mannitol was used as the starting material and the corresponding chiral aldehyde compound was synthesized. The (2,2-dimethyl-1,3-dioxolane-4-yl)(2,4,5-trifluorphenyl) methanol compound was obtained from the addition reaction between the previously prepared Grignard reagent and the synthesized aldehyde compound. The benzylic ?OH group of the synthesized compound was transformed into its chloride form. 3-(2,4,5-trifluorophenyl) propane-1,2-diol was synthesized from the hydrogenation reaction of the benzylic chloride compound.
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