S-α-cyano-3-phenoxy benzyl alcohol

The preparation method is to esterify racemic 2-cyano-3-phenoxybenzyl alcohol with acetic anhydride or acetyl chloride into the corresponding acetate, and then conduct selective hydrolysis in the presence of lipase, the S body is hydrolyzed to form S -Cyanohydrin, while the R body still maintains the structure of acetate. After separation, R-α-cyano-3-phenoxybenzyl acetate is racemized in the presence of triethylamine and hydrolyzed to form R, S-cyanohydrin, repeat the application again, S-α-cyano-3-phenoxybenzyl alcohol [α]D=33°(CCl4). Racemic α-cyano-3-phenoxybenzyl alcohol can also be heated together with the bicyclic body of 1R cis-caruronic acid in the presence of an acid catalyst to form two ether diastereomers, one of which is R-configuration The enantiomer of the S-configuration is an oily substance, and the enantiomer of the S-configuration is a crystalline substance. After separation, the latter undergoes acidic hydrolysis to obtain the bicyclic body of S-cyanohydrin and the resolving agent 1R cis-caruronic acid. . It is also possible to use 3, 5-disubstituted hydantoin and cyclic dipeptide to synthesize S-α-cyano-3-phenoxybenzyl alcohol.

S-α-cyano-3-phenoxybenzyl alcohol, abbreviated as S-cyanohydrin, is an important intermediate for the preparation of S, S-fenvalerate, zeta-cypermethrin, and deltamethrin.