118166-38-4

Upstream product

• 22323-82-6 (S)-(+)-(2,2-dimethyl-[1,3]dioxolan-4-yl)methanol 
• 882-33-7 diphenyldisulfane 
• 118206-03-4 (R)-(2,3-dihydroxypropyl) phenyl sulfide 
• 77-76-9 2,2-dimethoxy-propane 
• 108-98-5 thiophenol 

Downstream Products

• 118206-04-5 (R)-1-<3,4-dichloro-2-(methoxymethoxy)phenyl>-3-(phenylthio)-2-propanol 
• 118166-42-0 (R)-6,7-Dichloro-2-(dichloro-phenylsulfanyl-methyl)-2,3-dihydro-benzofuran 
• 118206-05-6 2,3-Dichloro-6-((R)-2-hydroxy-3-phenylsulfanyl-propyl)-phenol 
• 118206-06-7 (R)-6,7-dichloro-2-(phenylthiomethyl)-2,3-dihydrobenzofuran 
• 118166-40-8 (R)-1,2-epoxy-3-(phenylthio)propane 
• 118206-03-4 (R)-(2,3-dihydroxypropyl) phenyl sulfide 

Relevant academic research and scientific papers

Electrolytic Partial Fluorination of Organic Compounds.71. Highly Diastereoselective Anodic Fluorination of Sulfides Having Oxygen-Containing Heterocyclic Groups

Diastereoselective anodic fluorination of sulfides having various oxygen-containing heterocyclic substituents such as 2-furanyl, 1,3-dioxolanyl, 2,2-dimethyl-1,3-dioxolanyl, 2-spirocyclohexyl-1,3-dioxolanyl, 2-spiroadamantyl-1,3-dixolanyl, and 1,3-dioxolanonyl groups at the β-position was comparatively studied. Among the oxygen-containing heterocyclic substituents, the 2-spirocyclohexyl-1,3-dioxolanyl group gave the best diastereoselectivity (80% de). The diastereoselectivity was also affected by supporting fluoride salts and solvents. Chemical fluorination using selectfluor resulted in much lower diastereoselectivity and extremely poor yield. The fluorinated products were readily converted into the corresponding fluorinated diol in good yields by acidic hydrolysis.

Optical Resolution and Chiral Synthesis of Methyl 6,7-Dichloro-2,3-dihydrobenzofuran-2-carboxylate

Optical isomers of methyl 6,7-dichloro-2,3-dibenzofuran-2-carboxylate (2) were prepared by means of both optical resolution and chiral synthesis.The resolution of the carboxylic acid 3 was achieved in a practical and efficient way via the l- and d-menthyl esters, which were directly converted to enantiomers of 2.Chiral synthesis of 2 was attained with high optical yield via acid-catalyzed cyclization of the β-hydroxysulfide 10 derived from optically active glycidyl phenyl sulfide 13.The optical resolution method was considered to be better for large-scale preparation from the economical and operational viewpoints.Keywords - methyl 6,7-dichloro-2,3-dibenzofuran-2-carboxylate; optical resolution; (R)-4-phenyl-2-oxazolidone; menthol; chiral synthesis; glycidyl phenyl sulfide; β-hydroxysulfide; episulfonium ion; S-8666