Conceptual design and simulation of a plant for the production of high purity (S)-ibuprofen acid using innovative enzymatic membrane technology

(S)-Ibuprofen is a low volume but high value pharmaceutical product which is categorized as non-steroidal anti-inflammatory drug (NSAID). This precious chiral drug may be produced using racemic ibuprofen as raw material through the dynamic kinetic resolution. In this work, a simulation of (S)-ibupro...

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Main Authors: Lau, John, Gonawan, F., Bhatia, S., Kamaruddin, A., Uzir, M.
Format: Journal Article
Published: Elsevier BV 2011
Online Access:http://hdl.handle.net/20.500.11937/68117
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author Lau, John
Gonawan, F.
Bhatia, S.
Kamaruddin, A.
Uzir, M.
author_facet Lau, John
Gonawan, F.
Bhatia, S.
Kamaruddin, A.
Uzir, M.
author_sort Lau, John
building Curtin Institutional Repository
collection Online Access
description (S)-Ibuprofen is a low volume but high value pharmaceutical product which is categorized as non-steroidal anti-inflammatory drug (NSAID). This precious chiral drug may be produced using racemic ibuprofen as raw material through the dynamic kinetic resolution. In this work, a simulation of (S)-ibuprofen production is carried out using ASPEN PLUS ® process simulation software. A pilot scale production with the capacity of 500g/day of (S)-ibuprofen acid is considered in the present study. The product is synthesized through a three-step process: (i) substrate preparation via esterification; (ii) enzymatic dynamic kinetic resolution of substrate ester and (iii) product purification. Mass and energy balances of major equipment were calculated. The performance of the enzyme-mediated membrane reactor (EMR) was investigated by manipulating substrate and base concentrations as well as the flow rates. Besides, a number of issues related to the evaporation and crystallization of the product were identified and addressed. It was found that the optimum operating condition of EMR at 40°C, 50-100ml/min lumen flow rate with substrate and base concentrations, respectively at 10-20mM and 60-100mM, gave 0.92 conversion and 0.9 ee p of the product. An overall yield of 82.5% product crystal was achieved by operating the cooling-crystallizer in the temperature range of 5-10°C. © 2010 Elsevier B.V.
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spelling curtin-20.500.11937-681172018-05-18T08:07:30Z Conceptual design and simulation of a plant for the production of high purity (S)-ibuprofen acid using innovative enzymatic membrane technology Lau, John Gonawan, F. Bhatia, S. Kamaruddin, A. Uzir, M. (S)-Ibuprofen is a low volume but high value pharmaceutical product which is categorized as non-steroidal anti-inflammatory drug (NSAID). This precious chiral drug may be produced using racemic ibuprofen as raw material through the dynamic kinetic resolution. In this work, a simulation of (S)-ibuprofen production is carried out using ASPEN PLUS ® process simulation software. A pilot scale production with the capacity of 500g/day of (S)-ibuprofen acid is considered in the present study. The product is synthesized through a three-step process: (i) substrate preparation via esterification; (ii) enzymatic dynamic kinetic resolution of substrate ester and (iii) product purification. Mass and energy balances of major equipment were calculated. The performance of the enzyme-mediated membrane reactor (EMR) was investigated by manipulating substrate and base concentrations as well as the flow rates. Besides, a number of issues related to the evaporation and crystallization of the product were identified and addressed. It was found that the optimum operating condition of EMR at 40°C, 50-100ml/min lumen flow rate with substrate and base concentrations, respectively at 10-20mM and 60-100mM, gave 0.92 conversion and 0.9 ee p of the product. An overall yield of 82.5% product crystal was achieved by operating the cooling-crystallizer in the temperature range of 5-10°C. © 2010 Elsevier B.V. 2011 Journal Article http://hdl.handle.net/20.500.11937/68117 10.1016/j.cej.2010.11.072 Elsevier BV restricted
spellingShingle Lau, John
Gonawan, F.
Bhatia, S.
Kamaruddin, A.
Uzir, M.
Conceptual design and simulation of a plant for the production of high purity (S)-ibuprofen acid using innovative enzymatic membrane technology
title Conceptual design and simulation of a plant for the production of high purity (S)-ibuprofen acid using innovative enzymatic membrane technology
title_full Conceptual design and simulation of a plant for the production of high purity (S)-ibuprofen acid using innovative enzymatic membrane technology
title_fullStr Conceptual design and simulation of a plant for the production of high purity (S)-ibuprofen acid using innovative enzymatic membrane technology
title_full_unstemmed Conceptual design and simulation of a plant for the production of high purity (S)-ibuprofen acid using innovative enzymatic membrane technology
title_short Conceptual design and simulation of a plant for the production of high purity (S)-ibuprofen acid using innovative enzymatic membrane technology
title_sort conceptual design and simulation of a plant for the production of high purity (s)-ibuprofen acid using innovative enzymatic membrane technology
url http://hdl.handle.net/20.500.11937/68117