19573-10-5Relevant academic research and scientific papers
Total syntheses and anticholinesterase activities of (3aS)-N(8)- norphysostigmine, (3aS)-N(8)-norphenserine, their antipodal isomers, and other N(8)-substituted analogues
Yu, Qian-Sheng,Pei, Xue-Feng,Holloway, Harold W.,Greig, Nigel H.,Brossi, Arnold
, p. 2895 - 2901 (2007/10/03)
N(8)-Benzylesermethole (6) was prepared from 5-methoxytryptamine (1) in five steps. Resolution of compound 6 by dibenzoyl- and ditoluyltartaric acid provided enantiomers (-)- and (+)7. After demethylation, reaction with isocyanates and catalytic debenzyla
A Chiral Route to Both Enantiomers of Physostigmine and the First Synthesis of (-)-Norphysostigmine
Takano, Seiichi,Moriya, Minoru,Iwabuchi, Yoshiharu,Ogasawara, Kunio
, p. 109 - 112 (2007/10/02)
A chiral route to both enantiomers of esermethol, the key synthetic precursor of physostigmine, has been established starting from (S)-O-benzylglycidol via separation of the diastereomeric intermediates. (-)-Physostigmine obtainable from the (-)-enantiomer has been first transformed into (-)-norphysostigmine, the onyl unsynthesized member of the alkaloid group ever determined.
