Effcient transesterifcation resolution of 2-(4-chlorophenyl)-4-hydroxytetrahydropyran with magnetica

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We report an effcient kinetic resolution of racemic 2-(4-chlorophenyl)-4-hydroxytetrahydro-pyran(CLP-4-HTHP)via Pseudomonas cepacia lipase(PSL)-catalyzed transesterifcation,where PSL is immobilized on a core–shell MnFe2O4@SiO2-(CH2)3-NH2carrier and used as a magnetically separable catalyst.The as-synthesized PSL/MnFe2O4@SiO2-(CH2)3-NH2catalyst exhibits enhanced catalytic activity for resolving racemic CLP-4-HTHP to the corresponding optically pure(2R,4S)-CLP-4-HTHP compared to the free PSL.The ees for the former is 2.3 times larger than that for the latter under optimized conditions(99.4%and 44.1%,respectively),although the eep for them are same(99.2%).Meanwhile,the PSL/MnFe2O4@SiO2-(CH2)3-NH2catalyst possesses a high saturate magnetization of59.7 emu/g and could be easily recovered by magnetic separation and reused.The catalytic activity in six recycling tests did not signifcantly decrease,suggesting its great potential for industrial applications. We report an effcient kinetic resolution of racemic 2- (4-chlorophenyl) -4-hydroxytetrahydro-pyran (CLP-4-HTHP) via Pseudomonas cepacia lipase (PSL) -catalyzed transesterifcation, where PSL is immobilized on a core-shell MnFe2O4 @ SiO2- (CH2) 3-NH2carrier and used as a magnetically separable catalyst. As-synthesized PSL / MnFe2O4 @ SiO2- (CH2) 3-NH2catalyst exhibits enhanced catalytic activity for resolving racemic CLP- 4-HTHP to the corresponding optically pure 2R, 4S) -CLP-4-HTHP compared to the free PSL. The ees for the former is 2.3 times larger than that for the latter under optimized conditions (99.4% and 44.1%, respectively), although the eep for them are same (99.2%). Meanwhile, the PSL / MnFe2O4 @ SiO2- (CH2) 3-NH2catalyst possesses a high saturate magnetization of 59.7 emu / g and could be easily recovered by magnetic separation and reused.The catalytic activity in six recycling tests did not signifcantly decrease, suggesting its great potential for industrial applications.
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