27024-89-1

Usage

Structure

Cyclic diketone with a methoxycarbonyl group The compound features a cyclohexane ring with two ketone groups (C=O) and a methoxycarbonyl group (OCH3) attached to it.

Usage

Building block in organic synthesis It is commonly used as an intermediate compound to create more complex organic molecules.

Potential application

Corrosion inhibitor The compound has the potential to be used as a substance that prevents or slows down the corrosion of materials.

Key intermediate

Synthesis of pharmaceuticals and agrochemicals It plays a crucial role in the production of various drugs and agrochemicals, which are chemicals used in agriculture.

Versatile reactivity

Important role in the development of new chemical compounds and materials The compound's ability to react with a variety of other substances makes it valuable in the creation of novel chemical products and materials.

Upstream product

• 79-22-1 methyl chloroformate 
• 637-88-7 1,4-Cyclohexanedione 
• 99765-76-1 2-(methoxycarbonyl)-4-(methylthio)-4-(p-tolylsulfonyl)cyclohexanone 
• 27024-78-8 5,5-Dimethoxy-2-oxo-cyclohexanecarboxylic acid methyl ester 

Downstream Products

• 1228767-61-0 (1R,5S,6R,7S)-methyl 5-hydroxy-6-nitro-2-oxo-7-phenylbicyclo[3.2.1]octane-1-carboxylate 
• 1228767-64-3 (1R,5S,6R,7S)-methyl 5-hydroxy-6-nitro-2-oxo-7-p-tolylbicyclo[3.2.1]octane-1-carboxylate 
• 1228767-68-7 (1R,5S,6R,7S)-methyl 7-(4-fluorophenyl)-5-hydroxy-6-nitro-2-oxobicyclo[3.2.1]octane-1-carboxylate 
• 1228767-63-2 (1R,5S,6R,7S)-methyl 5-hydroxy-7-(4-methoxyphenyl)-6-nitro-2-oxobicyclo[3.2.1]octane-1-carboxylate 
• 1228767-75-6 (1R,5S,6R,7S)-methyl 5-hydroxy-6-nitro-7-(4-nitrophenyl)-2-oxobicyclo[3.2.1]octane-1-carboxylate 
• 1228767-65-4 (1R,5S,6R,7S)-methyl 7-(4-bromophenyl)-5-hydroxy-6-nitro-2-oxobicyclo[3.2.1]octane-1-carboxylate 
• 1228767-62-1 (1R,5S,6R,7S)-methyl 5-hydroxy-7-(3-methoxyphenyl)-6-nitro-2-oxobicyclo[3.2.1]octane-1-carboxylate 
• 1228767-67-6 (1R,5S,6R,7S)-methyl 7-(4-chlorophenyl)-5-hydroxy-6-nitro-2-oxobicyclo[3.2.1]octane-1-carboxylate 
• 1228767-66-5 (1R,5S,6R,7R)-methyl 7-(2-chlorophenyl)-5-hydroxy-6-nitro-2-oxobicyclo[3.2.1]octane-1-carboxylate 

Relevant academic research and scientific papers

Facile domino access to chiral bicyclo[3.2.1]octanes and discovery of a new catalytic activation mode

(Figure presented) A highly enantio- and diastereoselective organocatalytic domino Michael-Henry process for the preparation of synthetically unique and medicinally important bicyclo[3.2.1]octane derivatives with four stereogenic centers including two quaternary stereocenters has been developed. Theoretical DFT calculations on the transition states have been carried out to reveal origins of the excellent stereoselectivities. A novel dual model was thus proposed.

Addition of (Methylthio)methyl p-Tolyl Sulfone to α,β-Unsaturated Carbonyl Compounds

The lithio derivative of (methylthio)methyl p-tolyl sulfone (1) reacted with various α,β-unsaturated carbonyl compounds to afford adducts in good to high yields.The introduced (methylthio)(p-tolylsulfonyl)methyl group was easily converted to a (methylthio)carbonyl group or a formyl group.When the reaction of 1 with methyl acrylate using sodium hydride as a base was performed in DMF at an ambient temperature,2-(methoxycarbonyl)-4-(methylthio)-4-(p-tolylsulfonyl)cyclohexanone (8) was obtained in 81 percent yield.Furthermore, 8 was shown to be an important intermediate for preparing 2-substituted 2-(methoxycarbonyl)-1,4-cyclohexanediones.