دورية أكاديمية
Enantioselective resolution of methyl 2-chloromandelate by Candida antarctica lipase A in a solvent-free transesterification reaction
| العنوان: | Enantioselective resolution of methyl 2-chloromandelate by Candida antarctica lipase A in a solvent-free transesterification reaction |
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| المؤلفون: | Uhm, KN Uhm, Ki-Nam, Lee, SJ Lee, Sang-Joon, Kim, HK Kim, Hyung-kwoun, Kang, HY Kang, Han-Young, Lee, YH Lee, Young-Hoon |
| بيانات النشر: | ELSEVIER SCIENCE BV |
| سنة النشر: | 2007 |
| المجموعة: | Korea Advanced Institute of Science and Technology: KOASAS - KAIST Open Access Self-Archiving System |
| مصطلحات موضوعية: | CATALYZED TRANSESTERIFICATIONS, ORGANIC MEDIA, KLEBSIELLA-OXYTOCA, SECONDARY ALCOHOLS, MANDELIC-ACIDS, BIPHASIC MEDIA, BIOCATALYSIS, OPTIMIZATION, SELECTIVITY, HYDROLASE |
| الوصف: | Enantiomerically pure 2-chloromandelic acid esters are important chiral building blocks for synthesis of a wide range of pharmaceutical products, such as an anti-thrombotic agent, (S)-clopidogrel. An efficient and novel process for resolution of methyl 2-chloromandelate was developed by using a lipase-mediated transesterification. Among 11 hydrolytic enzymes examined, Candida antarctica lipase A (CAL-A) showed the highest enantioselectivity and reaction rate toward methyl (S)-2-chloromandelate. Methyl (R)-2-chloromandelate was obtained in enantiomerically pure form (> 99% ee) and 41% yield through the lipase-mediated resolution under a solvent-free condition. CAL-A maintained its catalytic activity during 13 cycles of repeated use without significant decrease in enantioselectivity, indicating that the method is economical and easy to scale-up for commercial production of methyl (R)-2-chloromandelate. (c) 2006 Elsevier B.V. All rights reserved. |
| نوع الوثيقة: | article in journal/newspaper |
| اللغة: | English |
| DOI: | 10.1016/j.molcatb.2006.10.006 |
| الإتاحة: | https://doi.org/10.1016/j.molcatb.2006.10.006Test http://hdl.handle.net/10203/16233Test |
| رقم الانضمام: | edsbas.EFFD412C |
| قاعدة البيانات: | BASE |
| DOI: | 10.1016/j.molcatb.2006.10.006 |
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