1096-29-3

Usage

Uses

Used in Pharmaceutical Industry:
9(11)-DehydroMestranol is used as a key component in the development of oral contraceptives for its estrogenic properties. It contributes to the regulation of hormonal balance and fertility control in women, making it an essential part of reproductive health management.
Additionally, due to its estrogenic nature, 9(11)-DehydroMestranol may also be used as a research compound for studying the effects of estrogen on various physiological processes and the development of new medications targeting hormone-related conditions.

Upstream product

• 72-33-3 mestranol 
• 1231-96-5 3,17β-dihydroxy-19-norpregna-1,3,5(10),9(11)-tetraene-20-yne 
• 74-88-4 methyl iodide 

Relevant academic research and scientific papers

Improved synthesis of mestranol and ethinyl estradiol (EE) related degradation products as authentic references

Preparative chemical methods for the synthesis of 10 degradation or photodecomposition products of mestranol and ethinyl estradiol (EE) are described. The synthesized compounds are useful as reference materials and standards for pharmaceutical analysis of

Synthese stereoselective de 12α-amino et 12α-aminomethyl 19-nor-steroides

Stereoselective synthesis of 12α-amino and 12α-aminomethyl 19-nor-steroids.The regio- and stereoselective introduction of an azido or a cyano group in the 12α-position of aromatic steroids was achieved by oxidative nucleophilic substitution (SNOx).A combination of 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) as an oxidant and cyano(trimethyl)silane (TMSCN) or azido(trimethyl)silane (TMSA) as a nucleophile thus led to the smooth functionalization of the 12α-position with high yields and selectivity.The method involves a two-step procedure : Δ 9-11 formation by dehydrogenation with DDQ/MeOH followed by oxidative nucleophilic substitution with DDQ in the presence of TMSA or TMSCN/LiClO4.During the second step, the carbocation generated in the medium is selectively attacked on the α face and leads to the more thermodynamically stable 12α-compounds, which were readily converted into the corresponding amino estrogens upon treatment with a variety of reducing reagents. Key words: regioselectivity / stereoselectivity / steroids / 2,3-dichloro-5,6-dicyanobenzoquinone