Kaler, Abhishek ; Meena, Vachan Singh ; Singh, Manpreet ; Pujala, Brahmam ; Chakraborti, Asit K. ; Banerjee, Uttam Chand (2011) Lipase-mediated kinetic resolution of (RS)-1-bromo-3-[4-(2-methoxy-ethyl)-phenoxy]-propan-2-ol to (R)-1-bromo-3-(4-(2-methoxyethyl) phenoxy) propan-2-yl acetate Tetrahedron Letters, 52 (41). pp. 5355-5358. ISSN 0040-4039
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Official URL: http://www.sciencedirect.com/science/article/pii/S...
Related URL: http://dx.doi.org/10.1016/j.tetlet.2011.08.031
Abstract
A novel biocatalytic method for the enantioselective synthesis of (R)-bromo-3-[4-(2-methoxy-ethyl) phenoxy]-2-propanol [(R)-BMEPP], a precursor for the synthesis of (S)-metoprolol, an anti hypertensive drug is described. We have developed kinetic resolution of rac-BMEPP by transesterification using Candida rugosa lipase and vinyl acetate as the acyl donor affording the product with excellent conversion (49%) and ee (>99%). Various reaction parameters (source of enzyme, reaction media, and concentration of substrate and acylating agent) for the enzymatic kinetic resolution have been reported.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| Keywords: | Candida rugosa Lipase; Metoprolol; Transesterification; Intermediates |
| ID Code: | 100280 |
| Deposited On: | 20 Jan 2017 08:54 |
| Last Modified: | 20 Jan 2017 08:54 |
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