72651-98-0

Usage

Uses

Used in Pharmaceutical Industry:
2,2-DIMETHYL-5-(3-INDOLYLMETHYL)-1,3-DIOXANE-4,6-DIONE is used as a potential pharmaceutical agent for its unique structural features, which may offer novel therapeutic avenues or chemical interactions with biological targets. Its specific reactivity and the presence of the indolylmethyl group could be leveraged for the development of new drugs or drug delivery systems.
Used in Chemical Industry:
In the chemical industry, 2,2-DIMETHYL-5-(3-INDOLYLMETHYL)-1,3-DIOXANE-4,6-DIONE may serve as a key intermediate or building block in the synthesis of more complex molecules. Its unique structure could be utilized in the creation of new materials with specific properties, such as catalysts, dyes, or specialty chemicals.
Further research and analysis are essential to fully understand the properties and potential uses of 2,2-DIMETHYL-5-(3-INDOLYLMETHYL)-1,3-DIOXANE-4,6-DIONE, ensuring that its applications are developed responsibly and effectively.

InChI:InChI=1/C15H15NO4/c1-15(2)19-13(17)11(14(18)20-15)7-9-8-16-12-6-4-3-5-10(9)12/h3-6,8,11,16H,7H2,1-2H3

Upstream product

• 68588-31-8 5-[(1H-indol-3-yl)methylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione 
• 120-72-9 indole 
• 152125-90-1 1-<(6-hydroxy-2,2-dimethyl-4-oxo-4H-1,3-dioxin-5-yl)methyl>pyridinium hydroxide 
• 2033-24-1 cycl-isopropylidene malonate 
• 50-00-0 formaldehyd 

Downstream Products

• 133040-65-0 2-[2-(1H-Indol-3-yl)-ethyl]-3-m-tolyl-3H-quinazolin-4-one 
• 133040-64-9 3-(3-Bromo-phenyl)-2-[2-(1H-indol-3-yl)-ethyl]-3H-quinazolin-4-one 
• 133040-58-1 3-(2-Fluoro-phenyl)-2-[2-(1H-indol-3-yl)-ethyl]-3H-quinazolin-4-one 
• 133040-67-2 2-[2-(1H-Indol-3-yl)-ethyl]-3-(3-methoxy-phenyl)-3H-quinazolin-4-one 
• 133040-59-2 3-(2-Chloro-phenyl)-2-[2-(1H-indol-3-yl)-ethyl]-3H-quinazolin-4-one 
• 133040-69-4 2-[2-(1H-Indol-3-yl)-ethyl]-3-(3-trifluoromethyl-phenyl)-3H-quinazolin-4-one 
• 133040-66-1 3-(3-Ethyl-phenyl)-2-[2-(1H-indol-3-yl)-ethyl]-3H-quinazolin-4-one 
• 133040-62-7 3-(3-Fluoro-phenyl)-2-[2-(1H-indol-3-yl)-ethyl]-3H-quinazolin-4-one 
• 133040-68-3 LY 247348 
• 133040-61-6 2-[2-(1H-Indol-3-yl)-ethyl]-3-(2-trifluoromethyl-phenyl)-3H-quinazolin-4-one 
• 133040-63-8 3-(3-Chloro-phenyl)-2-[2-(1H-indol-3-yl)-ethyl]-3H-quinazolin-4-one 
• 133040-60-5 2-[2-(1H-Indol-3-yl)-ethyl]-3-(2-methoxy-phenyl)-3H-quinazolin-4-one 
• 133040-57-0 2-[2-(3-indolyl)ethyl]-3-phenyl-4-(3H)quinazolinone 

Relevant academic research and scientific papers

Trimolecular condensation of substituted indoles with paraformaldehyde and Meldrum's acid. Convective heating versus microwave irradiation: A comparative study

Results obtained in a comparative study on the trimolecular condensation of substituted indoles 1 with paraformaldehyde and Meldrum's acid using convective heating vs. microwave irradiation are described. Both methods afforded adducts 2 together with their hydroxymethylated derivatives 3 in good yields. Although in both cases the yields are about the same, the microwave irradiation was found to be more advantageous, as this procedure makes possible to considerably reduce the reaction times and to obtain cleaner reaction mixtures.

Intra- and intermolecular reactions of indoles with alkynes catalyzed by gold

Indoles react intramolecularly with alkynes in the presence of gold catalysts to give from six- to eight-membered-ring annulated compounds. The cationic AuI complex [Au(P{C6H4-(o-Ph))(tBu) 2)(NCMe)]SbF6 is the best catalyst for the formation of six- and seven-membered rings by 6-endo-dig, 6-exo-dig, and 7-exo-dig cyclizations. Indoloazocines are selectively obtained with AuCl3 as catalyst in a rare 8-endodig process. In this process alienes or tetracyclic annulated derivatives are also formed as a result of an initial fragmentation reaction. The intermolecular reaction of indoles with alkynes proceeds to form 3-alkenylated intermediates that react with a second equivalent of indole to give bisindolyl derivatives. Indoles that are substituted at the 3-position react intermolecularly with alkynes to give 2-alkenylated intermediates that can be trapped intramolecularly with the appropriate nucleophiles.

Synthesis and utility of a novel methylene Meldrum's acid precursor

The betaine 1-[(6-hydroxy-2,2-dimethyl-4-oxo-4H-1,3-dioxin-5-yl)methyl]pyridinium hydroxide, inner salt (1), a pyridine adduct of methylene Meldrum's acid is a stable source of methylene Meldrum's acid. It is a versatile reagent which enhances the yields of Diels-Alder and Michael reactions when used instead of traditional methods that generate methylene Meldrum's acid in situ. Diels-Alder reactions performed with this reagent provide products in essentially quantitative yields. Michael reactions result in products in excess of 70% yield. This reagent provides a useful synthetic route to γ-carboxyglutamic acid.

Borohydride reduction of substituted isopropylidene methylenemalonates

Knoevenagel-type products derived from Meldrum's Acid are readily reduced by sodium borohydride to give monosubstituted isopropylidene malonates in high yield.