Artemisinin and its derivatives, such as artemether, are highly
sensitive compounds, which require careful optimized production processes for their manufacture. Due to robustness issues,
the manufacturing procedure of the reduction of artemisinin
with potassium borohydride to dihydroartemisinin was reinvestigated. The most important factor for obtaining optimal
yields is to ensure low levels of contamination of potassium
hydroxide in potassium borohydride. Application of a lower
reaction temperature, fast addition rate of potassium borohydride, and careful control of the pH during the quench with
acid are further important parameters in guaranteeing a robust
process. In the redesign of the conversion of dihydroartemisinin
to artemether, the yield was increased, and dichloromethane
was replaced by the ecologically friendlier methyl acetate. A
robust manufacturing process for artemether is now at hand,
allowing the production of this important medicine reliably and
in good quality and yield.
Starting from polystyrene, a simple four-step synthesis of polymer-supported alkyltriazenes (alkyl=Me, Et, benzyl) is described. With this synthesis, a loading capacity of 2.2 mmol g(-1) can be reached. The most prominent application of these polymer-supported reagents is the rapid, highly selective and high-yielding esterification of carboxylic acids, which involves a simple "mix and filter off" procedure at room temperature. If stored in a refrigerator, these reagents are stable for many months and they can be recycled several times.
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