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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

Deracemization of sec-Alcohols through Sequential Application of C. albicans and Ketoreductases

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Nasario, Fabio D. [1] ; Moran, Paulo J. S. [1] ; Rodrigues, Jose Augusto R. [1]
Total Authors: 3
[1] Univ Estadual Campinas, Inst Quim, Dept Quim Organ, BR-13084971 Campinas, SP - Brazil
Total Affiliations: 1
Document type: Journal article
Source: Journal of the Brazilian Chemical Society; v. 30, n. 4, p. 772-779, APR 2019.
Web of Science Citations: 0

A biocatalytic cascade process was developed using immobilized cells of the wild type yeast Candida albicans CCT 0776 in calcium alginate beads and a commercially available ketoreductase. The aim was to promote deracemization by stereoinversion of (+/-)-1-arylethanols in high substrate concentration (above 100 mmol L-1) to prepare the (R)-enantiomers of the alcohols (90-99%). with a high enantiomeric excess (83-99%) after 2 to 19 h. The (R)-1-(3-methoxyphenyl)ethanol, with 70% yield and 91% ee, obtained after 5 h was used to prepare (S)-1-(3-methoxyphenyl)-ethylamine with 60% yield and 91% ee after two steps. a key intermediate in the synthesis of (S)-rivastigmine. (AU)

FAPESP's process: 16/12074-7 - Biocatalysis in Organic Synthesis Using Whole Cells of Microorganisms and Isolated Enzymes
Grantee:José Augusto Rosário Rodrigues
Support type: Regular Research Grants