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Lipase-catalyzed resolution of chiral 1,3-amino alcohols: application in the asymmetric synthesis of (S)-dapoxetine
| dc.contributor.author | Torre González, Oliver | |
| dc.contributor.author | Gotor Fernández, Vicente | |
| dc.contributor.author | Gotor Santamaría, Vicente Miguel | |
| dc.date.accessioned | 2020-05-20T08:12:03Z | |
| dc.date.available | 2020-05-20T08:12:03Z | |
| dc.date.issued | 2006 | |
| dc.identifier.citation | Tetrahedron: Asymmetry, 17(5), p. 860-866 (2006); doi:10.1016/j.tetasy.2006.02.022 | |
| dc.identifier.issn | 0957-4166 | |
| dc.identifier.uri | http://hdl.handle.net/10651/54878 | |
| dc.description.abstract | The enzymatic resolution of 3-amino-3-phenylpropan-1-ol derivatives has been studied through acylation processes. Candida antarctica lipase A (CAL-A) has been identified as the best biocatalyst for the transesterification reaction of 3-amino-3-phenyl-1-tertbutyldimethylsilyloxy-propan-1-ol using ethyl methoxyacetate as acylating agent and tert-butyl methyl ether as solvent. This enzymatic study has allowed us to obtain a valuable intermediate for the production of (S)-dapoxetine, which has been synthesized in good overall yield and high enantiomeric excess. | spa |
| dc.description.sponsorship | Financial support of this work by the European Project UE-04-LSHB-2003-503017 is gratefully acknowledged. V.G.-F. thanks MEC for a personal grant (Juan de la Cierva Program). | |
| dc.format.extent | p. 860-866 | spa |
| dc.language.iso | eng | spa |
| dc.relation.ispartof | Tetrahedron: Asymmetry, 17 | spa |
| dc.rights | © 2006 Published by Elsevier Ltd. | |
| dc.title | Lipase-catalyzed resolution of chiral 1,3-amino alcohols: application in the asymmetric synthesis of (S)-dapoxetine | spa |
| dc.type | journal article | spa |
| dc.identifier.doi | 10.1016/j.tetasy.2006.02.022 | |
| dc.relation.projectID | UE-04-LSHB-2003-503017 | |
| dc.relation.publisherversion | https://doi.org/10.1016/j.tetasy.2006.02.022 | spa |
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