92405-72-6

Usage

Classification

Pyranopyran-5-one

Odor

Sweet, fruity

Applications

Pharmaceuticals: Used in pharmaceutical production
Food Industry: Used as a flavoring agent

Potential Properties

Antioxidant: Studied for potential antioxidant properties
Antiproliferative: Investigated for potential antiproliferative effects

2,7-DIMETHYL-2H-PYRANO[4,3-B]PYRAN-5-ONE, 2,7-DIMETHYL-2H-PYRANO[4,3-B]PYRAN-5-ONE, belongs to the pyranopyran-5-one class of organic compounds. It possesses a molecular formula of C9H8O2 and is characterized as a yellow, crystalline solid with a sweet, fruity odor. Primarily, it finds applications in both pharmaceutical and food industries. In pharmaceuticals, it is utilized in production processes, while in the food industry, it serves as a flavoring agent. Moreover, it has garnered attention in scientific research for its potential antioxidant and antiproliferative properties.

InChI:InChI=1/C10H10O3/c1-6-3-4-8-9(12-6)5-7(2)13-10(8)11/h3-6H,1-2H3

Upstream product

• 675-10-5 4-hydroxy-6-methyl-2-pyron 
• 123-73-9 trans-Crotonaldehyde 
• 64-17-5 ethanol 
• 123-73-9 crotonaldehyde 

Relevant academic research and scientific papers

Metal-free Bronsted acid catalyzed formal [3 + 3] annulation. Straightforward synthesis of dihydro-2H-chromenones, pyranones, and tetrahydroquinolinones

(Chemical Equation Presented) Bronsted acids catalyze the addition of enolizable β-diketones, β-ketoesters, and vinylogous amides to α,β-unsaturated aldehydes to lead to substituted chromenones, pyranones, and tetrahydroquinolinones in good yields under mild reaction conditions via a formal [3 + 3] cycloaddition.

Bronsted acid-catalyzed synthesis of pyrans via a formal [3+3] cycloaddition

Bronsted acids catalyze the addition of enolizable ss-keto esters to α,ss-unsaturated aldehydes leading to substituted 2H-pyrans in good yields under mild conditions via a formal [3+3] cycloaddition.

A Lewis acid-catalyzed formal [3 + 3] cycloaddition of α,β- unsaturated aldehydes with 4-hydroxy-2-pyrone, diketones, and vinylogous esters

A Lewis acid-catalyzed formal cycloaddition of α,β-unsaturated aldehydes with 6-methyl-4-hydroxy-2-pyrone, 1,3-diketones, and vinylogous silyl esters is described here.

A formal [3 + 3] cycloaddition reaction. Improved reactivity using α,β-unsaturated iminium salts and evidence for reversibility of 6π-electron electrocyclic ring closure of 1-oxatrienes

A detailed account regarding a formal [3 + 3] cycloaddition method using 4-hydroxy-2-pyrones and 1,3-diketones is described here. This formal cycloaddition reaction or annulation reaction is synthetically useful for constructing 2H-pyranyl heterocycles. T

The Reactivity of 4-Hydroxy-6-methyl-2-pyrone Towards Aliphatic Saturated and α,β-Unsaturated Aldehydes

4-Hydroxy-6-methyl-2-pyrone (triacetic acid lactone) reacts at C-3 with 2-butenal and similar aldehydes by Michael addition.The nonisolated intermediates can undergo transformations in at least five different ways.On the contrary, reaction of the title py