A Two-step Enzymatic Resolution of Glycidyl Butyrate

来源 :2007 Enzyme Engineering Conference(国际酶工程学术会议) | 被引量 : 0次 | 上传用户:www_52810_com
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  Optically pure 2,3-epoxy-l-propanol (glycidol) and its derivatives are versatile intermediates in organic synthesis.Particularly,both enantiomers of the (R)-and (S)-glycidyl butyrate are chiral synthesis units for the production of biologically active compounds of commercial interest.A two-step enzymatic resolution process for production of (R)-and (S)-glycidyl butyrate was investigated after screening the lipases.The first step involved a hydrolysis of (R,S)-glycidyl butyrate catalyzed by porcine pancreatic lipase (S-favored) with an E of 21 for production of (R)-glycidyl butyrate (13.2 mmol,98% ee,36% yield) under the optimal conditions (pH 7.4,30℃,30 mg/ml CTAB).Then,the recovered (R)-enriched glycidol (19.8 mmol,65% ee,56% yield) was used for transesterification catalyzed by Novozym 435 (R-favored) with an E of 69 to derive (S)-glycidyl butyrate (15.1 mmol,98% ee,42% yield) under the optimum conditions (aw =0.24,n-heptane,80 min).
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