15236-73-4

Usage

Uses

Used in Pharmaceutical Industry:
3-Methoxy-17α-Methylestra-1,3,5(10)trien-17β-ol is used as an intermediate in the synthesis of Methyldienolone (M301600), an anabolic and androgenic steroid. This steroid is related to the primary male sex hormone, Testosterone (T155000), and is utilized for its potential performance-enhancing properties and therapeutic applications in conditions involving hormone deficiencies or imbalances.
Additionally, due to its structural similarities with other steroidal compounds, 3-Methoxy-17α-Methylestra-1,3,5(10)trien-17β-ol may also be used as a precursor in the development of other pharmaceutical products with various applications in the medical field. These applications may include the treatment of muscle wasting, osteoporosis, and other conditions that could benefit from the anabolic and androgenic effects of related steroidal compounds.

InChI:InChI=1/C20H28O2/c1-19-10-8-16-15-7-5-14(22-3)12-13(15)4-6-17(16)18(19)9-11-20(19,2)21/h5,7,12,16-18,21H,4,6,8-11H2,1-3H3/t16-,17-,18+,19+,20+/m1/s1

Upstream product

• 60-29-7 diethyl ether 
• 1624-62-0 estrone 3-methyl ether 
• 108-88-3 toluene 
• 71-43-2 benzene 
• 75-16-1 methylmagnesium bromide 
• 53-16-7 Estrone 
• 134778-41-9 (8R,9S,13S,14S,17S)-17-Benzenesulfonylmethyl-3-methoxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-ol 
• 917-64-6 methyl magnesium iodide 

Relevant academic research and scientific papers

Regiodivergent Hydroborative Ring Opening of Epoxides via Selective C-O Bond Activation

A magnesium-catalyzed regiodivergent C-O bond cleavage protocol is presented. Readily available magnesium catalysts achieve the selective hydroboration of a wide range of epoxides and oxetanes yielding secondary and tertiary alcohols in excellent yields and regioselectivities. Experimental mechanistic investigations and DFT calculations provide insight into the unexpected regiodivergence and explain the different mechanisms of the C-O bond activation and product formation.

Controllable Intramolecular Unactivated C(sp3)-H Amination and Oxygenation of Carbamates

Dual catalyst-controlled intramolecular unactivated C(sp3)-H amination and oxygenation of carbamates merging visible-light photocatalysis and earth-abundant transition metal catalysis have been reported. Useful amino alcohol and diol derivatives could be selectively obtained from readily available tertiary alcohol derivatives. The possible mechanisms have been proposed via a 1,5-HAT process followed by Lewis acid-controlled cyclization. The nickel and zinc catalysts inhibit the formation of oxygenation and amination products, respectively. An interesting phenomenon of chirality transfer is also observed.

Direct construction of quaternary carbons from tertiary alcohols via photoredox-catalyzed fragmentation of tert-alkyl N-phthalimidoyl oxalates

A convenient method for the direct construction of quaternary carbons from tertiary alcohols by visible-light photoredox coupling of tert-alkyl N-phthalimidoyl oxalate intermediates with electron-deficient alkenes is reported.

REDUCTIVE DESULFONYLATION OF PHENYL SULFONES BY SAMARIUM(II) IODIDE-HEXAMETHYLPHOSPHORIC TRIAMIDE

Samarium(II) iodide in tetrahydrofuran reductively desulfonylates phenyl sulfones in the presence of hexamethylphosphoric triamide.This transformation is illustrated here for ten substrates, which include secondary alicyclic, β-hydroxy, vicinal bis-, and α,β-unsaturated sulfones.