Solid-phase synthesis of a library of piperazinediones and diazepinediones via Kaiser oxime resin.
A combinatorial library of piperazinediones has been prepared by automated parallel solid-phase synthesis. The five-step reaction protocol makes use of Kaiser oxime resin, to enable cleavage from the polymeric support concomitant with an intramolecular displacement reaction, under very mild conditions. The methodology was also successfully extended to the preparation of the seven-membered ring homologs, diazepinediones.
Smith
R A
RA
Bayer Corporation, Pharmaceutical Division, West Haven, CT 06516, USA.
Bobko
M A
MA
Lee
W
W
D001381:Azepines / Q000138:chemical synthesis* / Q000737:chemistry; D019992:Databases as Topic; D015195:Drug Design; D007202:Indicators and Reagents; D008958:Models, Molecular; D008968:Molecular Conformation; D015394:Molecular Structure; D010879:Piperazines / Q000138:chemical synthesis* / Q000737:chemistry*; D012116:Resins, Plant; D013329:Structure-Activity Relationship
D001381:Azepines; D007202:Indicators and Reagents; D010879:Piperazines; D012116:Resins, Plant; C003905:3,6-bis(5-chloro-2-piperidyl)-2,5-piperazinedione