59830-48-7

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 78-79-5 isoprene 

Downstream Products

• 76138-83-5 p-tolyl-Z-2-methyl-1,3-butadienyl sulfone 
• 76138-82-4 2-methyl-1-(p-toluenesulfonyl)-1,3-butadiene 
• 748151-57-7 1-[(E)-3-methyl-4-benzenesulfonyl-3-methylbut-2-enyl]-2,3,4,5-tetramethoxy-6-methylbenzene 
• 59830-38-5 (2E)-1-p-toluenesulfonyl-2-methyl-4-hydroxy-2-butene 
• 59830-32-9 (2E)-1-p-toluenesulfonyl-2-methyl-4-acetoxy-2-butene 

Relevant academic research and scientific papers

Synthesis of the key intermediate of coenzyme Q10

(2′E)-1-(3-methyl-4-p-toluenesulfonyl-2-butene)-6-methyl-2,3,4, 5-tetramethoxybenzene (4) is the key intermediate in the synthesis of coenzyme Q10via a coupling reaction with solanesyl bromide. In this paper, we report a simple and effective synthesis of

ISOPRENE FUNCTIONALIZATION E/Z-ISOMERISM OF 1-SULFONYL SUBSTITUTED 2-METHYLBUTADIENES

The isomeric chlorosulfones 3, 4 and 4 are prepared by 1,4-addition of sulfonyl chlorides to isoprene.Dehydrohalogenation affords the corresponding 2- and 3-methylbutadienyl sulfones in a configuration which is dependent on the configuration of the chlorosulfone.Pure Z-2-methylbutadienyl sulfones 1 are obtained by displacement of primary halides by the Z-sulfinate anion 2.The Z-sulfones 1 are isomerized to E/Z-mixtures.The E/Z-mixtures are separated into their components and the configuration of the isomers is established by the NMR-NOE technique.