C - Chemistry – Metallurgy – 07 – H
Patent
C - Chemistry, Metallurgy
07
H
C07H 17/08 (2006.01) A61K 31/7048 (2006.01) A61P 31/04 (2006.01)
Patent
CA 2368249
The present invention relates to derivatives of 3-deoxy desmycosin of formula (I), wherein, starting from triply protected desmycosin, there are performed an oxidation at C-3 in the first step and then, optionally, a hydrogenation of double bonds and an epoxidation followed by a reductive opening of the oxirane ring. The present invention also relates to derivatives of 3-deoxy-desmycosin of formula II, wherein in the first step triacetyl desmycosin is hydrogenated and then, via an intermediate mesylate, it is converted to a 2,3-didehydro derivative; or 2,3-didehydro-desmycosin is subjected to epoxidation reactions followed by a reductive opening of the oxirane ring.
L'invention concerne des dérivés de 3-désoxy desmycosine de formule (I), dans laquelle, à partir d'une desmiycosine triplement protégée, une oxydation se produit à C-3 dans la première étape suivie éventuellement d'une hydrogénation de doubles liaisons, d'une époxydation et d'une réduction de l'ouverture du cycle oxirane. L'invention concerne aussi des dérivés de 3-désoxy-desmycosine de formule II, dans laquelle la première étape consiste à hydrogéner la triacétyl desmycosine, à la transformer via un mésylate intermédiaire en un dérivé 2,3-didéhydro; ou une 2,3-didéhydro-desmycosine est soumise à des réactions d'époxydation suivie d'une réduction de l'ouverture du cycle oxirane.
Djerek Marko
Lopotar Nevenka
Narandja Amalija
Pavlovic Drazen
Borden Ladner Gervais Llp
Dionicko Drustvo Pliva Farmaceutska Industrija
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