因為生產單一光學藥物之重要性日益增加，所以本論文嘗試對非類固醇消炎藥(S)-suprofen之批次及半批次製程進行分析與模擬。
本文先依照前人之經驗擬定外消旋suprofen三氟乙硫酯動態動力分割之反應條件，進而對酵素水解、消旋以及自發性水解之反應參數作詳細探討，以利理論數值之偶合；分別採用固定化酵素Lipase MY以及三辛基胺作為水解及消旋觸媒，並測定產物suprofen於環己烷及不同pH值氫氧化鈉溶液之間的分配係數、於薄膜系統之質傳係數且探討添加三辛基胺對其質量傳送的影響。
結合中空纖維薄膜之優點，於有機相進行動態動力分割反應的同時，採用pH值11之氫氧化鈉溶液進行產物的萃取分離並提供作為反應物水的來源；實驗證明於固定時間內加入高濃度之氫氧化鈉及基質溶液可以開發(S)-suprofen之半批次製程，且與理論值比較獲得互相符合的結果。

As single enantiomer drugs become increasingly important, the purpose of this work is aimed to develop a theoretical model in predicting the production of a non-sterodial anti-inflammatory drug of (S)-suprofen operating in batch and semibatch modes.
A series of experiments were carried out to determine all kinetic parameters for the lipase-catalyzed hydrolysis and trioctylamine-catalyzed racemization. The distribution coefficients of suprofen between cyclohexan with or without adding trioctylamine and the aqueous sodium hydroxide solution of different pH values, and the mass transfer coefficient through a hollow fiber membrane were obtained.
Dynamic kinetic resolution of racemic suprofen 2,2,2-trifluorothioester in a semibatch reactor with in situ extraction of (S)-suprofen into an aqueous sodium hydroxide solution through a hollow fiber membrane was furthermore performed, and compared with the theoretical predictions.

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