1360551-95-6Relevant articles and documents
Development of an asymmetric synthesis of a chiral quaternary FLAP inhibitor
Fandrick, Keith R.,Mulder, Jason A.,Patel, Nitinchandra D.,Gao, Joe,Konrad, Michael,Archer, Elizabeth,Buono, Frederic G.,Duran, Adil,Schmid, Rolf,Daeubler, Juergen,Desrosiers, Jean-Nicolas,Zeng, Xingzhong,Rodriguez, Sonia,Ma, Shengli,Qu, Bo,Li, Zhibin,Fandrick, Daniel R.,Grinberg, Nelu,Lee, Heewon,Bosanac, Todd,Takahashi, Hidenori,Chen, Zhidong,Bartolozzi, Alessandra,Nemoto, Peter,Busacca, Carl A.,Song, Jinhua J.,Yee, Nathan K.,Mahaney, Paige E.,Senanayake, Chris H.
, p. 1651 - 1660 (2015/02/19)
A practical sequence involving a noncryogenic stereospecific boronate rearrangement followed by a robust formylation with an in situ generated DCM anion has been developed for the asymmetric construction of an all-carbon quaternary stereogenic center of a FLAP inhibitor. The key boronate rearrangement was rendered noncryogenic and robust by using LDA as the base and instituting an in situ trapping of the unstable lithiated benzylic carbamate with the boronic ester. A similar strategy was implemented for the DCM formylation reaction. It was found that the 1,2-boronate rearrangement for the formylation reaction could be temperature-controlled, thus preventing overaddition of the DCM anion and rendering the process reproducible. The robust stereospecific boronate rearrangement and formylation were utilized for the practical asymmetric synthesis of a chiral quaternary FLAP inhibitor.
PROCESS FOR PREPARING CARBOXAMIDINE COMPOUNDS
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, (2013/08/28)
The present invention relates to a process of making a compound of formula (I): Wherein, R1, R2, R4 and X are as defined herein.
OXADIAZOLE INHIBITORS OF LEUKOTRIENE PRODUCTION
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Page/Page column 113, (2012/03/11)
The present invention relates to compound of formula (I): or pharmaceutically acceptable salts thereof, wherein R1-R5 are as defined herein. The invention also relates to pharmaceutical compositions comprising these compounds, methods of using these compounds in the treatment of various diseases and disorders, processes for preparing these compounds and intermediates useful in these processes.