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新产品编号:1996993

Chemical Name: (-)-(4aR,10bR)-1-(4-Hydroxybenzoyl)-5,5-dimethyl-1,2,3,4a,5,10b-hexahydro[1]benzopyrano[3,4-b][1,4]oxazine-9-carbonitrile
项目整合开发状态: Preclinical
项目研究机构: National Taiwan University (Originator)
合成路线:Ring opening of the chiral epoxide (I) with 2-aminoethanol gave the trans-aminoalcohol (II).Subsequent intramolecular cyclization of (II) under Mitsunobu conditions afforded the chromenooxazine tricyclic system (III).The NH group of (III) was then acylated with anisoyl chloride (IV),yielding amide (V).This compound underwent epimerization at the C-10b position upon treatment with NaH to produce the more stable cis-fused isomer (VI).The methyl ether group of (VI) was finally cleaved by treatment with boron tribromide to furnish the corresponding phenol.">
📌 参考资料/链接:
参考文献标题:N-acyl-1,2,3,4a,5,10b-hexahydro-[1]benzopyrano-[3,4-b][1,4]oxazine-9-carbonitriles as bladder-selective potassium channel openers
文献作者:Chiu,H.-I.; Lin,Y.-C.; Cheng,C.-Y.; Tsai,M.-C.; Yu,H.-C.
参考来源:Bioorg Med Chem 2001,9(2),383