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A novel method to resolve (R,S)-3-n-butylphthalide catalyzed by Novozyme 435 in microaqueous medium

Paper ID Volume ID Publish Year Pages File Format Full-Text
35311 45086 2008 5 PDF Available
Title
A novel method to resolve (R,S)-3-n-butylphthalide catalyzed by Novozyme 435 in microaqueous medium
Abstract

The enantioselective resolution of (R,S)-3-n-butylphthalide can be achieved by Novozyme 435-catalyzed transesterification in microaqueous medium. We studied the influence of organic solvent and initial water activity on this resolution. Tetrahydrofuran markedly improved the conversion of (R,S)-3-n-butyl-phthalide, the enantiomeric excess of remaining 3-n-butylphthalide, and the enantiomeric ratio. The optimum solvents were mixtures (1.9 mL) of 50% (vol/vol) tetrahydrofuran and 50% (vol/vol) hexane. The optimal initial water activity was 0.62, and the optimal molar ratio of vinyl acetate to (R,S)-3-n-butylphthalide (0.4:0.05 mmol) was 8:1 in a 2.0-mL reaction system containing the optimized solvents (1.9 mL). In addition, the optimal reaction time was 48 h. Under these conditions, enantiopure 3-n-butylphthalide with an optical purity of 97.2% enantiomeric excess and 49.5% yield could be obtained at 30 °C. Furthermore, the enantiomeric excess of product was over 98%.

Keywords
Resolution; 3-n-Butylphthalide; Novozyme 435; Organic solvent; Tetrahydrofuran; Initial water activity
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A novel method to resolve (R,S)-3-n-butylphthalide catalyzed by Novozyme 435 in microaqueous medium
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Publisher
Database: Elsevier - ScienceDirect
Journal: Process Biochemistry - Volume 43, Issue 11, November 2008, Pages 1215–1219
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
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Any Questions? feel free to contact us