4350-64-5

Upstream product

• 72-33-3 mestranol 

Downstream Products

• 72-10-6 17-hydroxy-19-nor-17βH-pregna-5(10),20-dien-3-one 
• 6795-60-4 17-hydroxy-19-nor-17α-pregna-4,20-dien-3-one 

Relevant academic research and scientific papers

Selective Cathodic Birch Reductions

The electroreduction of some difficult to reduce substrates was investigated by using aqueous tetrahydrofuran, tetrabutylammonium (TBA+) electrolyte, and mercury cathodes.The reduction products formed in high yields and the current efficiencies were good.Benzene, anisole, 1,2,3,4-tetrahydro-6-methoxynaphthalene and β-estradiol 3-methyl ether reactions were carried out with constant current at room temperature and were found to be more selective than the corresponding alkali metal-ammonia reductions.Selective reduction of the carbonyl function of estrone methyl ether was achieved while the aromatic ring remained intact.The aqueous THF medium did not affect base-sensitive molecules and a reduction product from 17-α-ethynylestradiol 3-methyl ether could be obtained without loss of the ethynyl group.Most of the compounds studied did not exhibit polarographic waves.A reduction product of TBA+ was observed by cyclic voltammetry and it is proposed that TBA "amalgam" may participate as a mediator in the reduction of the organic substrates.

Organophosphorus Redox Systems

Redox systems involving R2P-, R2P(X)-, and R3P+ -substituted benzenes and biphenyls have been studied by cyclic voltammetry in dimethylformamide.The first one-electron reduction was found to be reversible in several instances, and stable radical anions, cations and uncharged radicals were detected by high-resolution electron spin resonance.The second reduction step was found to be irreversible in all cases investigated.The electrochemical and spectroscopic data illustrate the considerable difference in acceptor strength between R2P and R3P+ substituents; MO calculations of the radical species give a quantitative measure for this difference and for the overall substituent effects.A comparison is made between the organophosphorus redox systems presentented and the quinone/hydroquinone redox systems.