118166-32-8

Basic information

• Product Name: (1S,3S,4R)-p-menth-3-yl (S)-6,7-dichloro-2,3-dibenzofuran-2-carboxylate

Upstream product

• 15356-60-2 (1S,2R,5S)-(+)-menthol 
• 62717-17-3 6,7-dichloro-2,3-dihydro-2-benzofurancarboxylic acid 

Downstream Products

• 108940-99-4 (S)-6,7-dichloro-5-(N,N-dimethylsulfamoyl)-2,3-dihydrobenzofuran-2-carboxylic acid 
• 15356-60-2 (1S,2R,5S)-(+)-menthol 
• 118166-29-3 methyl (S)-6,7-dichloro-2,3-dihydrobenzofuran-2-carboxylate 
• 118206-01-2 (S)-6,7-Dichloro-2,3-dihydro-benzofuran-2-carboxylic acid 

Relevant articles and documents

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