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A chemoenzymatic synthesis of ceramide trafficking inhibitor HPA-12

A chemoenzymatic synthesis of the title compound has been developed using an efficient and highly enantioselective lipase-catalyzed acylation in a hydrophobic ionic liquid, [bmim][PF(6)], followed by a diastereoselective asymmetric dihydroxylation as the key steps for incorporating the stereogenic c...

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Detalles Bibliográficos
Autores principales: Kanojia, Seema V, Chatterjee, Sucheta, Chattopadhyay, Subrata, Goswami, Dibakar
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6404422/
https://www.ncbi.nlm.nih.gov/pubmed/30873232
http://dx.doi.org/10.3762/bjoc.15.42
Descripción
Sumario:A chemoenzymatic synthesis of the title compound has been developed using an efficient and highly enantioselective lipase-catalyzed acylation in a hydrophobic ionic liquid, [bmim][PF(6)], followed by a diastereoselective asymmetric dihydroxylation as the key steps for incorporating the stereogenic centers. The further conversion to the appropriate intermediates and subsequent acylation with lauric acid furnished the target compound.