76048-16-3

Basic information

• Product Name: 2,4-diphenyl-3-hydroxyestra-1,3,5⁽¹⁰⁾-trien-17-one
• Synonyms: 2,4-diphenyl-3-hydroxyestra-1,3,5⁽¹⁰⁾-trien-17-one
• CAS NO: 76048-16-3
• Molecular Weight: 422.567
• Mol File: 76048-16-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2,4-diphenyl-3-hydroxyestra-1,3,5⁽¹⁰⁾-trien-17-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-diphenyl-3-hydroxyestra-1,3,5⁽¹⁰⁾-trien-17-one(76048-16-3)
• EPA Substance Registry System: 2,4-diphenyl-3-hydroxyestra-1,3,5⁽¹⁰⁾-trien-17-one(76048-16-3)

Safety Data

• Hazardous Substances Data: 76048-16-3(Hazardous Substances Data)

Upstream product

• 60788-62-7 2,4-dibromo-3-hydroxy-13β-estra-1,3,5(10)-trien-17-one 
• 98-80-6 phenylboronic acid 
• 53-16-7 Estrone 
• 3049-07-8 pentaphenylbismuth 

Relevant articles and documents

Synthesis, functionalization and biological activity of arylated derivatives of (+)-estrone

Various novel arylated estrone derivatives, such as 2-aryl-, 4-aryl- and 2,4-diaryl-estrones, by Suzuki-Miyaura reactions. While the synthesis of 4-arylestrones could be carried out under standard conditions, the synthesis of 2-arylestrones and 2,4-diarylestrones required a thorough optimization of the conditions and it proved to be important to use sterically encumbered biaryl ligands. The best results were obtained by the use of RuPhos. Combination of developed Suzuki coupling reactions with subsequent cyclization reactions afforded more complex hybrid structures, containing dibenzofuran, benzocoumarin and steroid moieties. These derivatives were tested as pancreatic lipase inhibitors and it was found that most of the compounds exhibited inhibition of pancreatic lipase but the maximum inhibitory potential was shown by 4-arylestrones. All of the synthesized derivatives showed inhibitory values in the range of 0.82 ± 0.01–59.7 ± 3.12 μM. The biological activity was also rationalized on the bases of docking studies.

Comparative arylation reactions with pentaphenylbismuth and with triphenylbismuth carbonate

Pentaphenylbismuth is a useful reagent for the specific ortho-phenylation of phenols under very mild conditions, a comparison of this reagent with triphenylbismuth carbonate being drawn; arylation reactions of the carbonate have been extended to include nitrocompounds and amides.