77519-43-8

Upstream product

• 1830-54-2 3-oxopentanedioic acid dimethyl ester 
• 100-52-7 benzaldehyde 
• 77461-77-9 3,cis-5-Bis(carbomethoxy)-trans-2,trans-6-diphenyltetrahydro-4H-thiopyran-4-one 
• 77461-76-8 3,5-Bis(carbomethoxy)-cis-2,trans-6-diphenyl-5,6-dihydro-4-hydroxy-2H-thiopyran 
• 77461-75-7 Dimethyl Dibenzalacetonedicarboxylate 
• 77461-80-4 5-Chloro-3,trans-5-bis(carbomethoxy)-trans-2,cis-6-diphenyl-5,6-dihydro-4-hydroxy-2H-thiopyran 

Relevant academic research and scientific papers

Synthesis and Stereochemistry of 3,5-Bis(carbomethoxy)-2,6-diphenyltetrahydro-4H-thiopyran-4-ones and Derivatives

3,5-Bis(carbomethoxy)-2,6-diphenyl-4H-thiopyran-4-one (2) and its 5,6-trans-dihydro derivative 14 were synthesized by dehydrogenation with active manganese dioxide in refluxing chloroform of the corresponding diastereoisomeric mixture of cis- and trans-2,6-diphenyltetrahydro compounds 5 and 6.The latter were prepared by the addition of hydrogen sulfide to dimethyl dibenzalacetonedicarboxylate (4).The stereochemistry and the reaction with N-chlorosuccinimide (NCS) of the diastereoisomers 5 and 6 and their corresponding sulfoxides 11 and 8 are elucidated.NCS reacted at the active methylene position in preference to the sulfide or sulfoxide function.