30829-30-2Relevant academic research and scientific papers
Reaction of esters of PIII acids with 2,6-di-tert-butyl-4-chloromethylidenecyclohexa-2,5-dienone
Gazizov,Ismagilov,Shamsutdinova,Tarakanova,Karimova
, p. 2943 - 2947 (2017/06/05)
A reaction of PIII acid esters with 2,6-di-tert-butyl-4-chloromethylidenecyclohexa-2,5-dienone leads to the formation of phosphorylated phosphorus ylides, 3,3’,5,5’-tetra-tert-butylstilbenequinone, and diphosphorylated sterically hindered phenols. The schemes for the formation of these products through the primary key intermediates of betaine and phosphorus ylide structures were suggested.
Highly E-selective and effective synthesis of antiarthritic drug candidate S-2474 using quinone methide derivatives
Inagaki, Masanao,Haga, Nobuhiro,Kobayashi, Makoto,Ohta, Naoki,Kamata, Susumu,Tsuri, Tatsuo
, p. 125 - 128 (2007/10/03)
We have developed an efficient and E-selective synthesis of an antiarthritic drug candidate (E)-(5)-(3,5-di-tert-butyl-4-hydroxybenzylidene)-2-ethyl- 1,2-isothiazolidine-1,1-dioxide (S-2474; 1), in which α-methoxy-p-quinone methide is used as a key intermediate. α-Methoxy-p-quinone methide was revealed to be an equivalent to a p-hydroxy protected benzaldehyde. It reacts smoothly with α-sulfonyl carbanion to give 1,6-addition intermediates, which can be further processed to provide S-2474 directly in the presence of a base. This procedure gives S-2474 as an almost single isomer on the benzylidene double bond in excellent yield and thus is a very practical method adaptable to large-scale synthesis. The detailed mechanistic aspects are studied and discussed.
Method for producing benzylidene derivatives
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, (2008/06/13)
A selective and high-yield method is described for producing stereoisomeric benzylidene derivatives of the formula III: STR1 wherein R1 and R2 each independently is lower alkyl, lower alkoxy or halogen; Y is SO2, SO or CO;
