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(±)-Glutethimide is a commonly used pharmaceutical intermediate and a precursor for various pharmaceuticals.
It is also used as a substrate for the synthesis of other organic compounds.
The synthetic routes of (±)-glutethimide can be broadly classified into two categories: natural product synthesis and synthetic organic chemistry.
Natural product synthesis involves the isolation of (±)-glutethimide from natural sources or the synthesis of (±)-glutethimide from naturally occurring precursors.
The natural sources of (±)-glutethimide include plants, microorganisms, and marine organisms.
For example, (±)-glutethimide can be extracted from the leaves of the African plant Chiococca alba or from the cultures of the bacterium Streptomyces globisporus.
The synthetic organic chemistry approach to the synthesis of (±)-glutethimide involves the construction of the molecule through the assembly of individual functional groups.
The synthesis of (±)-glutethimide can be achieved through several pathways, including the Grignard reaction, the Wolff-Kishner reduction, and the Clemmensen reduction.
The synthesis of (±)-glutethimide can also be achieved through the use of microwave-assisted synthesis, which is a time- and cost-effective method for the synthesis of organic compounds.
One of the most popular synthetic routes for (±)-glutethimide is the synthesis via the Wolff-Kishner reduction.
This route involves the reduction of N-iodosuccinimide with sodium hydroxide in the presence of carbon tetrabromide to yield (±)-glutethimide.
This route is relatively simple and widely used due to the availability of the starting materials and the ease of execution.
Another synthetic route for (±)-glutethimide is the synthesis via the Clemmensen reduction.
This route involves the reduction of N-iodosuccinimide with zinc amalgam in the presence of a polar protic solvent such as ethanol or methanol to yield (±)-glutethimide.
This route is also relatively simple and widely used due to the availability of the starting materials and the easy workup.
The synthetic routes of (±)-glutethimide also include the synthesis via the Grignard reaction, which involves the preparation of a Grignard reagent from (±)-glutethimide followed by its reaction with a carbonyl compound.
This route is less commonly used due to the availability of more readily available starting materials and the complexity of the reaction.
In conclusion, the synthetic routes of (±)-glutethimide are varied and include both natural product synthesis and synthetic organic chemistry approaches.
The most commonly used routes include the Wolff-Kishner reduction and the Clemmensen reduction, which are relatively simple and widely used due to the availability of the starting materials and the ease of execution.
The choice of synthetic route depends on the availability of starting materials and the desired outcome of the synthesis.
Regardless of the chosen synthetic route, (±)-glutethimide remains an important pharmaceutical intermediate and a precursor for various pharmaceuticals.