121851-40-9

Upstream product

• 65859-90-7 dimethyl (E)-benzylidenesuccinate 
• 100-52-7 benzaldehyde 
• 106-65-0 Dimethyl succinate 
• 624-48-6 dimethyl cis-but-2-ene-1,4-dioate 
• 125702-14-9 (E)-3-(methoxycarbonyl)-4-phenylbut-3-enoic acid 
• 67-56-1 methanol 
• 53243-89-3 E,E-2,3-dibenzylidene succinic acid 

Downstream Products

• 121851-43-2 3,4-bis(phenylmethylene)dihydro-2(3H)-furanone 
• 121851-42-1 3,4-bis(phenylmethyl)-2(5H)-furanone 
• 59108-61-1 β-apolignan 
• 93877-41-9 cis-3,4-bis(phenylmethyl)dihydro-2(3H)-furanone 
• 53243-96-2 (E,E)-2,3-Bis-1,4-diphenylbutadiene 
• 146140-27-4 2,3-bis(phenylmethylene)-4-hydroxybutanoic acid 

Relevant academic research and scientific papers

A new target for highly stereoselective Katsuki-Sharpless epoxidation - One-pot synthesis of C2-symmetric 2,2′-bioxiranes

The double asymmetric Katsuki-Sharpless epoxidation of a conjugated diallyl alcohol affords excellent enantioselectivity (>97% ee), the product being isolated as the stable p-nitrobenzoate 5a or tosylate 5b. The optical purities of the chiral epoxides were determined by HPLC on chiral columns, while the molecular structures of compounds 5a and 7 and the absolute configuration of mono-epoxide 12 were confirmed by X-ray crystallography. Possible π-π stacking interaction has been evaluated by ab initio calculation. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.

Synthesis of 1,4-diphenylbutadiene derivatives: Novel inducer of tissue-type plasminogen activator (t-PA) in cultured bovine endothelial cells

(E,E)-1,4-Diphenylbutadiene derivatives were synthesized by utilizing the Stobbe reaction of dimethyl succinate as a key step. Their stereoisomers were also synthesized stereoselectively by means of the cross-coupling reaction of the vinylstannanes and the vinylbromides, which were obtained from the propiolic acid esters by stereoselective hydrostannation, as a key step. To discover novel stimulators of fibrinolysis in vascular endothelial cells, the synthesized compounds were added to cultured bovine endothelial cells to determine the activity of the plasminogen activator in the conditioned medium. Of the synthesized compounds, three compounds were found to stimulate the activity of the plasminogen activator in endothelial cells. In addtition, these compounds inhibited thrombus formation in a rat model of venous thrombosis.

2(3H)- and 2(5H)-furanones. IV. The Di-π-methane rearrangement of 3,4-bis(phenylmethyl)-2(5H)-furanone

The photo-irradiation of 3,4-bis(phenylmethyl)-2(5H)-furanone (5) in acetone or in methanol resulted in selective rearrangement of the 4-phenylmethyl moiety and gave 5-phenyl-1-(phenylmethyl)-3-oxabicyclo[3.1.0]hexan-2-one (9) along with cis- and trans-3,