51773-49-0

Usage

Uses

Used in Pharmaceutical Industry:
[2R-[2alpha(E),3beta]]-2-[2-(3,4-dihydro-6-methoxy-1(2H)-naphthylidene)ethyl]-2-ethyl-3-hydroxycyclopentan-1-one is used as a potential pharmaceutical agent for its unique molecular structure and properties. [2R-[2alpha(E),3beta]]-2-[2-(3,4-dihydro-6-methoxy-1(2H)-naphthylidene)ethyl]-2-ethyl-3-hydroxycyclopentan-1-one's specific stereochemistry and functional groups may contribute to its interaction with biological targets, making it a candidate for the development of new drugs.
Used in Biological Research:
In the field of biological research, [2R-[2alpha(E),3beta]]-2-[2-(3,4-dihydro-6-methoxy-1(2H)-naphthylidene)ethyl]-2-ethyl-3-hydroxycyclopentan-1-one can be utilized as a tool compound to study the effects of stereochemistry on biological activity. Its unique structure allows researchers to investigate how different configurations of chiral centers influence the compound's interactions with biological systems, potentially leading to a better understanding of molecular recognition and the development of more effective drugs.

Upstream product

• 62298-52-6 ethyl secodione 

Downstream Products

• 14507-45-0 13β-Aethyl-3-methoxy-gonapentaen-(1.3.5(10).8.14)-ol-(17β) 

Relevant academic research and scientific papers

Stereoselective Enzymatic Reduction of Ethyl Secodione: Preparation of a Key Intermediate for the Total Synthesis of Steroids

Ethyl secodione (1) has been enantioselectively reduced by using different biocatalysts for the preparation of ethyl secol (13R, 17S)-2a. The recombinant ketoreductase KRED1-Pglu converted the substrate with the highest reaction rate and stereoselectivity (ee > 98 %), whereas whole cells of Pichia minuta CBS 1708 showed the highest productivity. Stereoselective reduction of 1 provides the key chiral precursor for the synthesis of a number of hormonal contraceptives (i.e., desogestrel, norgestrel, gestodene). Recombinant ketoreductase KRED1-Pglu and whole cells of yeasts provide the key chiral precursor for the synthesis of a number of hormonal contraceptives (i.e., desogestrel, norgestrel, gestodene) with excellent stereoselectivity.

Seawater-Based Biocatalytic Strategy: Stereoselective Reductions of Ketones with Marine Yeasts

The large consumption of freshwater in fermentations and bio-transformations is a matter of concern for the sustainability of many bio-processes. The use of seawater to perform bio-processes is a sustainable alternative. In this work, we used marine yeasts from deep-sub-seafloor sediments grown in seawater as bio-catalysts to perform the stereoselective reduction of different ketones, and the bio-transformations were accomplished in seawater as well. Strains of Meyerozyma guilliermondii and Rhodotorula mucilaginosa were able to reduce different aromatic ketones with high molar conversions and moderate-to-high enantioselectivity with no significant differences between bio-catalysis performed in seawater and freshwater. Finally, the selected marine yeasts were used for the reduction of key intermediates in seawater for the synthesis of molecules of pharmaceutical interest (desogestrel, norgestrel, gestodene, pramipexole).