[Synthesis of CNS-activity of pyran derivatives: 6,8-dioxabicyclo(3,2,1)octane].
The amino nitriles 4a,b and 5a,b, prepared from (1S,5R)-6,8-dioxabicyclo[3,2,1]octan-4-one (2), react with phenylmagnesium bromide to afford the diastereomeric 4-amino-4-phenyl derivatives 7a,b and 8a,b, respectively. The diastereomeric piperidine derivatives 7b and 8b show different CNS-activity.
Eiden
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Institut für Pharmazie, Lebensmittelchemie der Universität München.
Denk
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D000374:Aggression / Q000187:drug effects; D000700:Analgesics / Q000138:chemical synthesis / Q000494:pharmacology; D000818:Animals; D000927:Anticonvulsants / Q000138:chemical synthesis / Q000494:pharmacology; D001643:Bridged Bicyclo Compounds; D002490:Central Nervous System / Q000187:drug effects*; D051379:Mice; D010880:Piperidines; D013237:Stereoisomerism
D000700:Analgesics; D000927:Anticonvulsants; D001643:Bridged Bicyclo Compounds; D010880:Piperidines
Synthese und ZNS-Wirkung von Pyranderivaten: 6,8-Dioxabicyclo[3,2,1]octane.