Enantiyomerik saflıkta 1-fenil?1-propanolün lipaz katalizörlüğünde esterleşme tepkimesi ile kinetik rezolüsyonu

In this study; the kinetic resolution of 1-phenyl-1-propanol an important intermediate in pharmaceutical industry, was carried out by lipase cayalyzed esterification reaction under controlled water activity and the effects of lipase resourse, acyl donor type, solvent type, temperature, moleculer sie...

Full description

Bibliographic Details
Main Author: Aklan, Ayşe Pınar
Other Authors: Bayraktar, Emine, Kimya Mühendisliği
Format: Master Thesis
Language:Turkish
Published: Fen Bilimleri Enstitüsü 2007
Subjects:
Online Access:https://hdl.handle.net/20.500.12575/78386
Description
Summary:In this study; the kinetic resolution of 1-phenyl-1-propanol an important intermediate in pharmaceutical industry, was carried out by lipase cayalyzed esterification reaction under controlled water activity and the effects of lipase resourse, acyl donor type, solvent type, temperature, moleculer sieve amount and water activity parameters were investigated. At the first stage of the studies, primarily lipase resourse was selected by working with the native (Candida antartica Lipase B, Porcine pancreatic Lipase, Candida antartica Lipase A, Pseudomonas flouresans) and immobilized lipases (Novozym 435, Lipozym TL IM, Lipozym RM IM, Amona Lipase PS-CI (immobilized on ceramic)).It is observed that the enzyme activity is increased by immobilization. Later on, the acyl donor type (myristic acid, lauric acid, capric acid, hexanoic acid, valeric acid, stearic acid), solvent type (octane, cyclohexane, 2-2-4-trimethylpentane, ter-buthylmethylether), moleculer sieve amount (0-500 mg) and temperature (0-50 ?C) parameters were investigated. In the kinetic resolution of 1-phenyl-1-propanol with the catalysis of Novozyme 435, when 300 mg moleculer sieve (aw = 0.33) at 40?C 2-2-4-trimethylpentane as solvent and capric acid as acyl donor were used, obtained ee% value 92% at the 68% conversion was specified as the best conditions. In the second stage of the study; the reaction was carried out at different water activity values. In those reactions, salt hydrated pairs that holds the water activity constant during the esterification reaction period [Na2HPO4(7/12) (aw:0.90), Na2SO4(10/0) (aw:0.76) Na2HPO4 (2/7) (aw:0.69), C2H3NaO2(3/0)(aw:0.33), MnCl2(2/4)(aw:0.33), MgCl2(6/0) (aw:0.06)] was used to control aw and secondly saturated salt solutions [(K2Cr2O7 (aw:0.98), NaCl (aw:0.75), MgNO3.6H2O (aw:0.54), CH3COOK (aw:0.23), LiBr (aw:0.15), LiCl (aw:0.11)] was used to set the initial aw. The reactions in which salt hydrated pairs used, was carried out at four different subtrat concentration to investigate the effect of substrat ...