28519-32-6

Usage

InChI:InChI=1/C13H20O2S2/c1-3-4-5-6-11-16-17(14,15)13-9-7-12(2)8-10-13/h7-10H,3-6,11H2,1-2H3

Upstream product

• 111-25-1 1-bromo-hexane 
• 28519-50-8 potassium thiotosylate 
• 3753-27-3 sodium 4-methylbenzenesulfonothioate 
• 111-31-9 Hexanethiol 
• 459-44-9 4-methylbenzenediazonium tetrafluoroborate 

Downstream Products

• 89730-35-8 6-(Hexylthio)-2-cyclohexen-1-on 
• 84040-12-0 2-(Hexylthio)-1-cyclohexanon 
• 14683-75-1 O,O-diethyl S-hexyl phosphorothioate 

Relevant academic research and scientific papers

Metal-Free Synthesis of Thiosulfonates via Insertion of Sulfur Dioxide

A simple and catalyst-free strategy was developed for the synthesis of unsymmetrical thiosulfonates using readily available DABCO?(SO2)2 as a solid and bench-stable sulfur dioxide surrogate. The corresponding thiosulfonates were obtained through a radical pathway with good functional group tolerance. This strategy offers a promising synthesis method for the construction of diverse and useful thiosulfonates in the field of synthetic and pharmaceutical chemistry and extends the number of still limited sulfur dioxide fixation strategies. (Figure presented.).

Squalene Synthetase Inhibitors: Synthesis of Sulfonium Ion Mimics of the Carbocationic Intermediates

Synthesis of sulfonium ion mimics 15 and 16 of the carbocationic intermediates 3 and 7, respectively, presumed to be involved in the squalene synthetase catalyzed rearrangement of farnesyl pyrophosphat (1), is reported.Synthesis of 15 involved combination of homogeranyl sulfide with ethyl α-bromoacetate through use of the thallium salt or via the combination of the copper enolate of ethyl acetate and homogeranyl thiosulfonate.Alkylation of the resulting thioester with farnesyl bromide followed by reduction of the ester moiety provided the required alcohol.The sulfur was methylated with iodomethane in a solution of CH3CN and THF to yield 15.Dialkylation of acetylene with farnesyl bromide and homogeranyl thiosulfonate followed by reduction of the triple bond gave vinyl sulfides, which were methylated with iodomethane in the presence of silver perchlorate to give 16.

New Synthetic Methods, 9. - S-Alkyl 4-Methylbenzenethiosulfonates, Excellent Reagents for α-Thiolation of Cyclic Ketones

S-Alkyl 4-methylbenzenethiosulfonates, easily prepared by alkylation of commercially available potassium 4-methylbenzenethiosulfonate in dry dimethylformamide, thiolate enolates of cyclic ketones in α position in high yield.