154026-00-3Relevant articles and documents
First practical resolution of a 3-(4-methoxyphenyl)glycidic acid ester by preferential crystallization and synthesis of diltiazem
Yamada, Shin-Ichi,Morimatsu, Katsuji,Yoshioka, Ryuzo,Ozaki, Yasuhiko,Seko, Hiroyasu
, p. 1713 - 1721 (2007/10/03)
Among the various esters of 3-(4-methoxyphenyl)glycidic acid, 4-chloro- 3-methylphenyl ester (±)-3 was found to exist as a conglomerate, and could be alternately resolved into (+)- and (-)-3 of >98% ee by a preferential crystallization procedure. Furthermore, a 1,5-benzothiazepine derivative, (+)-6, a significant intermediate of diltiazem, was prepared in one pot in 76% overall yield through the treatment of enantiomerically pure (-)-3 with 2-aminothiophenol followed by a ring closing reaction.