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Chemoenzymatic production of 1,5-dimethyl-2-piperidone
Journal of Molecular Catalysis B: Enzymatic Pub Date : 22 January 2001 , DOI: 10.1016/s1381-1177(00)00150-8
F.B. Cooling , S.K. Fager , R.D. Fallon , P.W. Folsom , F.G. Gallagher , J.E. Gavagan , E.C. Hann , F.E. Herkes , R.L. Phillips , A. Sigmund , L.W. Wagner , W. Wu , R. DiCosimo

A chemoenzymatic process for the preparation of 1,5-dimethyl-2-piperidone (1,5-DMPD) from 2-methylglutaronitrile (MGN) has been demonstrated. MGN was first hydrolyzed to 4-cyanopentanoic acid (4-CPA) ammonium salt using the nitrilase activity of immobilized Acidovorax facilis 72W cells. The hydrolysis reaction produced 4-CPA ammonium salt with greater than 98% regioselectivity at 100% conversion, and at concentrations of 170–210 g 4-CPA/l. Catalyst productivities of at least 1000 g 4-CPA/g dry cell weight (dcw) of immobilized cells were achieved by recycling the immobilized-cell catalyst in consecutive stirred-batch reactions. After recovery of the immobilized cell catalyst for reuse, the 4-CPA ammonium salt in the aqueous product mixture was directly converted to 1,5-DMPD by low-pressure catalytic hydrogenation in the presence of added methylamine.

中文翻译:

化学酶法生产1,5-二甲基-2-哌啶酮

已经证明了由2-甲基戊二腈(MGN)制备1,5-二甲基-2-哌啶酮(1,5-DMPD)的化学酶法。首先利用固定化的Acidovorax facilis的腈水解酶活性将MGN水解为4-氰基戊酸(4-CPA)铵盐。72W电池。水解反应产生4-CPA铵盐,在100%转化率下,浓度为170-210 g 4-CPA / l,其区域选择性大于98%。通过在连续的搅拌分批反应中回收固定化的细胞催化剂,可实现至少1000 g 4-CPA / g固定化细胞的干细胞重量(dcw)的催化剂生产率。回收固定化的细胞催化剂以供再使用后,在添加的甲胺的存在下,通过低压催化氢化将含水产物混合物中的4-CPA铵盐直接转化为1,5-DMPD。
更新日期:2017-01-31
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