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The Synthetic Routes of Oxacyclohexadec-13-ene-2,6-dione, 4,8-dihydroxy-5,5,7,9-tetramethyl-16-(1E)-1-methyl-2-(2-methyl-4-thiazolyl)ethenyl-, (4S,7R,8S,9S,13Z,16S)-
Oxacyclohexadec-13-ene-2,6-dione, 4,8-dihydroxy-5,5,7,9-tetramethyl-16-(1E)-1-methyl-2-(2-methyl-4-thiazolyl)ethenyl-, (4S,7R,8S,9S,13Z,16S)-, also known as Sunjin A0201232, is an important intermediate in the chemical industry.
It is used in the production of various chemicals and materials, such as pharmaceuticals, agrochemicals, and materials for electronic devices.
The synthesis of Sunjin A0201232 involves various steps, which can be divided into two main categories: synthetic routes for the formation of the tetramethyl-16-ene-2,6-dione moiety and the synthetic routes for the formation of the 4,8-dihydroxy-5,5,7,9-tetramethyl-16-(1E)-1-methyl-2-(2-methyl-4-thiazolyl)ethenyl side chain.
This article will discuss the synthetic routes for both moieties.
Synthetic routes for the formation of the tetramethyl-16-ene-2,6-dione moiety:
The tetramethyl-16-ene-2,6-dione moiety of Sunjin A0201232 can be synthesized through different methods, including the use of Grignard reagents, organolithium reagents, and carbenes.
The choice of the synthetic route depends on the availability and cost of the reagents, as well as the reaction conditions.
One of the common methods for the synthesis of the tetramethyl-16-ene-2,6-dione moiety is the use of Grignard reagents.
In this method, a Grignard reagent, such as bromomethane (CH3Br), is reacted with an activated derivative of 16-ene-2,6-dione, such as 2,6-dione-16-yl iodide.
The reaction produces the tetramethyl-16-ene-2,6-dione moiety, which can be further transformed into the desired substance.
Organolithium reagents can also be used for the synthesis of the tetramethyl-16-ene-2,6-dione moiety.
In this method, a lithium alkyl species, such as lithium triethylborate (Li2BH(C2H5)) is reacted with an activated derivative of 16-ene-2,6-dione, such as 2,6-dione-16-yl iodide.
The reaction produces the tetramethyl-16-ene-2,6-dione moiety, which can be further transformed into the desired substance.
Carbenes can also be used for the synthesis of the tetramethyl-16-ene-2,6-dione moiety.
In this method, a carbene source, such as (CH3)2N:C(CH3)2, is reacted with an activated derivative of 16-ene-2,6-dione, such as 2,6-dione-16-yl iodide.
The reaction produces the tetramethyl-16-ene-2,6-dione moiety, which can be further transformed into the desired substance.
Synthetic routes for the formation of the 4,8-