新产品编号:1296167
Chemical Name: (1S,2R,6S,10E,11aS,13S,14aR)-1,13-Dihydroxy-2-(2-hydroxyethylsulfinyl)-6-methyl-2,3,4,6,7,8,9,11a,12,13,14,14a-dodecahydro-1H-cyclopenta[f]oxacyclotridecin-4-one
项目整合开发状态: Preclinical
项目研究机构: Purdue University (Originator)
合成路线:Michael addition of 2-mercaptoethanol (II) to the unsaturated lactone function of (+)-brefeldin A (I) in the presence of Proton Sponge afforded the sulfanyl adduct (III).The title sulfoxide was then obtained by oxidation of sulfide (III) with meta-chloroperbenzoic acid.
📌 参考资料/链接：
参考文献标题:Brefeldin A derivs.
文献作者:Cushman,M.S.; Devraj,R.; Argade,A.B.; Haughwitz,R.D.(Purdue Research Foundation)
参考来源:US 6362218; WO 9931084
📄 详细内容
合成路线:Michael addition of 2-mercaptoethanol (II) to the unsaturated lactone function of (+)-brefeldin A (I) in the presence of Proton Sponge afforded the sulfanyl adduct (III).The title sulfoxide was then obtained by oxidation of sulfide (III) with meta-chloroperbenzoic acid.
参考文献标题:Design and synthesis of brefeldin A sulfide derivatives as prodrug candidates with enhanced aqueous solubilities
文献作者:Argade,A.B.; Devraj,R.; Vroman,J.A.; Haugwitz,R.D.; Hollingshead,M.; Cushman,M.
参考来源:J Med Chem 1998,41(18),3337
合成路线:Michael addition of 2-mercaptoethanol (II) to the unsaturated lactone function of (+)-brefeldin A (I) in the presence of Proton Sponge afforded the sulfanyl adduct (III).The title sulfoxide was then obtained by oxidation of sulfide (III) with meta-chloroperbenzoic acid.
参考文献标题:Design and synthesis of (+)-brefeldin A sulfide prodrugs with enhanced aqueous solubilities
文献作者:Fox,B.M.; et al.
参考来源:222nd ACS Natl Meet (Aug 26 2001,Chicago) 2001,Abst MEDI 97