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Silane, 2,6-octadiene-1,8-diylbis[trimethyl-

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  • Chemical Name:Silane, 2,6-octadiene-1,8-diylbis[trimethyl-
  • CAS No.:3528-13-0
  • Molecular Formula:C14H30Si2
  • Molecular Weight:254.563
  • Hs Code.:
  • Mol file:3528-13-0.mol
Silane, 2,6-octadiene-1,8-diylbis[trimethyl-

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Synthesis of 11-methoxycarbonyl-13-phenyl-17-vinylgona-1,3,5(10)- trienes

10.1016/S0040-4020(98)00193-8

The research focuses on the synthesis of 11-methoxycarbonyl-13-phenyl-17-vinylgona-1,3,5(10)-trienes, which are significant compounds in the field of steroid chemistry. The study aims to develop a novel and efficient strategy for the synthesis of these complex molecules, leveraging the titanium tetrachloride-mediated dialkylation of methyl 4-oxo-4-(p-bromophenyl)butanoate ethylene ketal by 1,8-bis(trimethylsilyl)-2,6-octadiene (BISTRO). The process involves several steps, including methoxycarbonylation, alkylation by iodobenzocyclobutene, and pyrolysis, to yield the desired steroid compounds. The research concludes that this methodology offers a short and efficient route to 13-arylgonatrienes from 1,3-butadiene and benzocyclobutenol, with the added advantage of being able to modify the substituents on the phenyl group and transform the vinyl group through Wacker-type oxidation, thus enhancing the synthetic versatility of the method. Key chemicals used in this process include titanium tetrachloride, 1,8-bis(trimethylsilyl)-2,6-octadiene (BISTRO), methyl 4-oxo-4-(p-bromophenyl)butanoate ethylene ketal, iodobenzocyclobutene, and dimethyl carbonate, among others.

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