212892-05-2Relevant academic research and scientific papers
Synthetic approaches to 2-(4-hydroxy-7-chromanyl)benzoic acids as antagonists of leukotriene B4
Chambers,Koch,Biggers,Ramchandani
, p. 1787 - 1790 (2007/10/03)
Structural modification of 1 led to a series of 2-(4-hydroxy-7- chromanyl)benzoic acid LTB4 antagonists exemplified by 2 and 3. The use of an organostannane biaryl coupling, a non stereoselective reduction and a chromatographic resolution limited the utility of this synthetic route. To address these issues, a new synthetic route was developed utilizing a palladium catalyzed coupling of aryl oxazolines in tandem with a stereospecific enone reduction as key synthetic steps. Resolution was achieved by fractional crystallization of a (S)-(-)-α-methylbenzylamine salt.
