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新产品编号:2025469

Chemical Name: N2-(N-tert-Butoxycarbonyl)-N1-[(4aS,5R)-2-cyclohexyl-1,3-dioxoperhydropyrido[1,2-c]pyrimidin-5-yl]-L-tryptophanamide; N-[1(S)-[N-[(4aS,5R)-2-Cyclohexyl-1,3-dioxoperhydropyrido[1,2-c]pyrimidin-5-yl]carbamoyl]-2-(1H-indol-3-yl)ethyl]carbamic acid tert-butyl
项目整合开发状态: Biological Testing
项目研究机构: CSIC (Originator), Universidad de Navarra (Originator)
合成路线:The trans-3-amino-2-piperidineacetic acid derivative (I),obtained as a 5:1 mixture of (2S,3R)- and (2R,3S)-isomers,was condensed with cyclohexyl isocyanate (II) to produce urea (III).Base-catalyzed cyclization of (III) gave rise to the dioxo pyridopyrimidine (IV).Acid cleavage of the Boc group of (IV) afforded the corresponding mixture of enantiomeric trans-amines (V).Acylation of amines (V) with N-Boc-L-tryptophan (VI) by means of BOP as the coupling reagent furnished the corresponding mixture of diastereomeric amides from which the target isomer was isolated by preparative TLC.
📌 参考资料/链接:
参考文献标题:5-(Tryptophyl) amino-1,3-dioxoperhydropyrido[1,2-c]pyrimidine-based potent and selective CCK1 receptor antagonists: Structure-activity relationship studies on the substituent at N2-position
文献作者:Bartolom?Nebreda,J.M.; Patino-Molina,R.; Martin-Martinez,M.; Gomez-Monterrey,I.; Garcia-Lopez,M.T.; Gonzalez-Muniz,R.; Cenarruzabeitia,E.; Latorre,M.; Del Rio,J.; Herranz,R.
参考来源:J Med Chem 2001,44(13),2219