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Please use this identifier to cite or link to this item: http://hdl.handle.net/10204/5784

Title: An integrated chemo-enzymatic route for preparation of ß-thymidine, a key intermediate in the preparation of antiretrovirals
Authors: Gordon, GER
Bode, ML
Visser, DF
Lepuru, MJ
Zeevaart, JG
Ragubeer, N
Ratsaka, M
Walwyn, DR
Brady, D
Keywords: ß-Thymidine
Biocatalysis
Antiretrovirals
Chemo-enzymatic
Issue Date: Jan-2011
Publisher: American Chemical Society
Citation: Gordon, GER, Bode, ML, Visser, DF, Lepuru, MJ, Zeevaart, JG, Ragubeer, N, Ratsaka, M, Walwyn, DR and Brady, D. 2011. An integrated chemo-enzymatic route for preparation of ß-thymidine, a key intermediate in the preparation of antiretrovirals. Organic Process Research & Development, vol. 15(1), pp 258-265
Series/Report no.: Workflow;5752
Abstract: A chemo-enzymatic method for production of ß-thymidine, an intermediate in the synthesis of antiretrovirals, is described. Guanosine and thymine were converted by means of enzymatic transglycosylation to yield 5-methyluridine (5-MU), which was reproducibly synthesised at a 10-20-L scale in 85% yield at a final product concentration of 80 g·L-1. A downstream processing (DSP) protocol was designed to remove reaction components interfering with the subsequent synthetic step. The crystallised 5-MU produced in the biocatalytic reaction was found to behave similarly to commercially available 5-MU, and the integration of the initial biocatalytic and subsequent three-step chemical process to ß-thymidine was successfully demonstrated at bench scale.
Description: Copyright: 2011 American Chemical Society. This is an ABSTRACT ONLY.
URI: http://pubs.acs.org/doi/abs/10.1021/op100208x
http://pubs.acs.org/doi/pdf/10.1021/op100208x
http://hdl.handle.net/10204/5784
ISSN: 1083-6160
Appears in Collections:Enzyme technologies
General science, engineering & technology

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