81715-45-9

Upstream product

• 6478-04-2 1-mercapto-2-hydroxy-3-chloropropane 
• 100-52-7 benzaldehyde 

Downstream Products

• 101990-77-6 Trimethyl-((2R,5R)-2-phenyl-[1,3]oxathiolan-5-ylmethyl)-ammonium; iodide 
• 101990-77-6 Trimethyl-((2S,5R)-2-phenyl-[1,3]oxathiolan-5-ylmethyl)-ammonium; iodide 
• 81715-50-6 5-Methyl-2-phenyl-[1,3]oxathiole 
• 101990-94-7 Dimethyl-((2S,5S)-2-phenyl-[1,3]oxathiolan-5-ylmethyl)-amine 
• 101990-94-7 Dimethyl-((2S,5R)-2-phenyl-[1,3]oxathiolan-5-ylmethyl)-amine 

Relevant academic research and scientific papers

Cholinergic antagonists carrying a 1,3-oxathiolane nucleus

The synthesis and cholinergic activity of a series of 2-substituted-5-dimethylaminomethyl-1,3-oxathiolane methiodide is reported. The compounds are competitive muscarinic antagonists and show a pattern of potencies which is fairly close to that of the corresponding 1,3-dioxolane compounds. Structure-activity relationship studies showed that antagonists of both series interact with the same receptor site, but at the same time failed to prove whether the site, at least partly, coincides with that recognized by the agonists. In any case it appears fairly probable that the agonists of the 1,3-oxathiolane and 1,3-dioxolane series share the same binding site.

CARBOXONIUM-IONEN-REAKTIONEN V. SYNTHESE VON 1,3-OXATHIOLEN UND DEREN FRAGMENTIERUNG ZU β-THIA-γ,δ-ENONEN

1,3-Oxathioles 5 are formed in high yields upon treatment of 5-chloromethyl-1,3-oxathiolanes 3 with potassium t-butoxide in dimethyl sulfoxide at room temperature.The protoncatalyzed fragmentation of 5 leads in good yields to the new β-thia-γ,δ-enones 6.