100743-63-3Relevant academic research and scientific papers
Resolution of Secondary α-Ketoalcohols Catalyzed by Lipase and Inversioon of Stereochemistry
Duh, Tsai-Hui,Wang, Yi-Fong,Wu, Ming-Jung
, p. 579 - 584 (2007/10/02)
Several α-ketoalcohols of synthetic value were resolved using lipase as a catalyst.Lipoprotein lipase (LPL) provided the best rate of hydrolysis and kinetic differentiation.One of these optically pure α-ketoalcohol was converted to (S)-ibuprofen in good optical purity.The stereospecific inversion of (R)-alcohol to (S)-alcohol is described.Key Words Enzymatic resolution; α-Ketoalcohol; (S)-Ibuprofen
Preparation of Methyl 2-Arylpropanoates by the Reaction of 2-Hydroxypropiophenone Dimethyl Acetals with Sulfuryl Chloride in the Presence of an Amide or a Weak Base
Yamauchi, Takayoshi,Hattori, Kaneaki,Nakao, Kenji,Tamaki, Kentaro
, p. 4015 - 4018 (2007/10/02)
Treatment of 2-hydroxypropiophenone dimethyl acetals (1; R=H, i-Bu, OMe, Ph, Br) with sulfuryl chloride in the presence of an amide or a weak base affords methyl 2-arylpropanoates (2) in good to excellent yields via 1,2-aryl migration of 1.The hydrolysis of 2 leads to the corresponding acids some of which are pharmaceutically important compounds having nonsteroidal anti-inflammatory and analgesic acivities.The aryl migration proceeds stereospecifically with complete inversion of configuration at the β-carbon atom.
