The invention presents a new method to synthesize bicyclic ethers and efficiently produce (±)-3’-hydroxy-5,7-dimethoxy-4-O-2’-cycloflavan. By reacting salicylaldehyde with 2-hydroxy styrene and trimethyl orthoformate in the presence of Lewis/Bronsted acid and organic solvent, the synthesis of bicyclic ethers is achieved. This process offers a streamlined approach to obtain valuable compounds with potential health benefits and biological activities, contributing to advancements in pharmaceuticals and science.
Figure (1) formula (I) comprising reacting salicylaldehyde of formula (II) with 2-hydroxy styrene of formula (III) and trimethyl orthoformate in presence of Lewis/Bronsted acid and organic solvent to form an in-situ intermediate of formula (IV) followed by formation of the bicyclic ethers of formula (I). The invention further relates to efficient total synthesis of (±)-3’-hydroxy-5,7-dimethoxy-4-O2’-cycloflavan.
The challenge lies in efficiently synthesizing bicyclic ethers and (±)-3’-hydroxy-5,7-dimethoxy-4-O-2’-cycloflavan. Current methods require complex processes and lack rapid assembly options for these valuable compounds, hindering advancements in pharmaceuticals and scientific research.
The one-pot synthesis enables rapid and efficient assembly of bicyclic ethers with diverse flavan frameworks. Using selective acids and optimized conditions, it offers broad substrate scope, fewer steps, and high reliability—ideal for pharmaceutical and natural product research.
The work so far includes the development of a reaction scheme and methodology for synthesizing bicyclic ethers and related flavonoids in a one-pot chemical process, validated through laboratory-scale synthesis and described in the patent documentation.
The basic research stage where fundamental concepts and experimental protocols have been developed. The patent has been and is available for licensing.
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- Facilitates Accessible Health Solutions: Provides potential avenues for the development of therapeutic compounds.
- Enhances Biomedical Research: Contributes to the exploration of flavonoid properties for medicinal purposes.
- Supports Sustainable Agriculture: Offers insights into plant metabolites, aiding in crop improvement.
- Promotes Environmental Conservation: Encourages the utilization of natural product chemistry in eco-friendly practices.
- Stimulates Economic Growth: Fosters innovation in pharmaceutical industries, potentially leading to economic benefits.
Biomedical research, Pharmaceutical industry, Agriculture, Environmental science, Chemical synthesis
Geography of IP
Type of IP
202121026203
465676