A short and scalable route to orthogonally O-protected 2-deoxystreptamine.
نویسندگان
چکیده
A seven-step synthesis of orthogonally O-protected 2-deoxy-streptamine has been developed from readily available neomycin, with an overall yield of 28%. Key chemical transformations include a chemoselective glycosidic bond hydrolysis and two regioselective protective group manipulations involving acetylation and deacetylation. The synthetic route is amenable to scale-up for the production of multigram quantities of enantiopure and orthogonally O-protected 2-deoxystreptamine, a versatile scaffold for the generation of libraries of RNA-targeting ligands.
منابع مشابه
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ورودعنوان ژورنال:
- The Journal of organic chemistry
دوره 72 9 شماره
صفحات -
تاریخ انتشار 2007