Shibata, Norio; Ishimaru, Takehisa; Suzuki, Emiko; Kirk, Kenneth L. published the artcile< Enantioselective fluorination mediated by N-fluoroammonium salts of cinchona alkaloids: first enantioselective synthesis of BMS-204352 (MaxiPost)>, COA of Formula: C19H34O2, the main research area is BMS 204352 asym synthesis; enantioselective fluorination cinchona alkaloid fluoroammonium salt mediated; Selectfluor fluoroammonium salt mediated enantioselective fluorination oxindole derivative.
We have employed a cinchona alkaloid/Selectfluor-mediated enantioselective fluorination of the oxindole I (R = H) to achieve the first enantioselective synthesis of BMS-204352 [MaxiPost, (S)-I (R = β-F)], an effective opener of maxi-K channels. Fluorination occurred to produce (S)-I (R = β-F) with 84% ee using the bis-cinchona alkaloid (DHQ)2AQN. Recrystallization produced enantiomerically pure (>99% ee) product. Quinidine-mediated fluorination of I (R = H) gave the (R)-antipode I (R = α-F) with 68% ee.
Journal of Organic Chemistry published new progress about Chiral auxiliary (Cinchona alkaloid N-fluoroammonium salts). 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, COA of Formula: C19H34O2.
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics