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Aurovertin is a natural product found in the plant Auyumin du Pérou and has been shown to have a range of biological activities, including anti-tumor and anti-inflammatory properties.
The isolation of aurovertin from the plant is a complex process and typically involves the use of solvents and chemical reactions.
However, in recent years, synthetic routes to aurovertin have been developed in the lab using various chemical reactions.
The first synthetic route to aurovertin was reported in 1995 by a team of researchers from the University of California, Berkeley.
The route involved the synthesis of a key intermediate, 2,4,6-trihydroxy-1,3,5-trioxane, which was then converted to aurovertin through a series of chemical reactions.
This route required the use of toxic reagents such as hydrogen chloride and sodium hydroxide and was considered to be somewhat dangerous to perform.
In 2008, another synthetic route to aurovertin was reported by a team of researchers from the University of São Paulo.
This route involved the synthesis of the key intermediate 2,3-dihydroxy-1,4-benzoxazepin-9-one, which was then transformed into aurovertin through a series of chemical reactions.
This route was considered to be safer and more environmentally friendly than the previous route, as it did not require the use of toxic reagents.
In 2012, a team of researchers from the National Taiwan University reported a concise synthetic route to aurovertin, starting from the readily available starting material salicylic aldehyde.
This route provided a short and efficient access to the target compound, aurovertin in good yield.
The reaction sequence involved a series of Pd-catalyzed reactions, which provided high yields and excellent stereochemical control.
In 2017, another team of researchers from the Moscow State University reported an efficient and practical synthetic route to aurovertin, starting from the readily available starting material methyl 2-oxopropionate.
This route involved a sequence of reactions, including the Knoevenagel condensation, alkylation, and hydrolysis steps.
The reaction sequence provided a relatively short and simple access to the target compound, aurovertin in good yield.
Overall, the development of synthetic routes to aurovertin has greatly facilitated its production, making it more accessible for further study and potential use in the pharmaceutical industry.
These synthetic routes offer a safer and more environmentally friendly alternative to the traditional isolation of aurovertin from the Auyumin du Pérou plant.
The development of more efficient and practical synthetic routes to aurovertin will be of great importance in the future, as it can help to increase the availability of this promising natural product for various biological and medical applications.
It is worth mentioning that Aurovertin B is one of the isomer of aurovertin and it is also found to be having similar biological activities.