Resources (1-3 of 3)

1. Establishment and Development of Organolithium-Mediated Continuous Flow Process for Intermediate of Canagliflozin

   out of 5 stars 

   Contributor(s):: Yano, Gemba, Hyakumura, Mai, Nakano, Kimihiro, Yasukouchi, Hiroaki, Kawachi, Hideo, Funabashi, Makoto, Ohishi, Takahiro, Ogawa, Yu, Nishiyama, Akira

   Organolithium species are among the most reactive and useful reagents in organic synthesis, performing a diverse array of valuable chemical transformations, including C–C bond formation in complex compounds. Organolithium-mediated reactions, however, typically require cryogenic conditions to...

2. Development and Scale-up of a Flow Chemistry Lithiation–Borylation Route to a Key Boronic Acid Starting Material

   out of 5 stars 

   Contributor(s):: Usutani, Hirotsugu, Nihei, Takashi, Papageorgiou, Charles D., Cork, David G.

   A flow chemistry process for the synthesis of a key boronic acid starting material was developed utilizing flow flash chemistry that allowed formation and subsequent productive reaction of an unstable organolithium intermediate. Rapid scale-up from Discovery Chemistry and process optimization to...

3. Development of an Organometallic Flow Chemistry Reaction at PilotPlant Scale for the Manufacture of Verubecestat

   out of 5 stars 

   Contributor(s):: Thaisrivongs, David A., Naber, John R., Rogus, Nicholas J., Spencer, Glenn

   We report the development of an organolithium addition to a chiral ketimine at pilot-plant scale using flow chemistry. Given the mixing sensitivity of this process, established previously at both lab and kilogram scale, we conducted critical experiments to understand the impact of flow rate,...