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项目整合精选>>>Prostaglandin X sodium, Prostaglandin I2 sodium, Prostacyclin sodium, Epoprostenol sodium, 4UA76, U-53217A, Flolan
Prostaglandin X sodium, Prostaglandin I2 sodium, Prostacyclin sodium, Epoprostenol sodium, 4UA76, U-53217A, Flolan
前列腺素 I2 钠盐 依前列醇 Chemical Name: (5Z,9alpha,11alpha,13E,15S)-6,9-Epoxy-11,15-dihydroxyprosta-5,13-dien-1-oic acid sodium salt
CAS No. 61849-14-7, 35121-78-9 (free acid)
项目整合开发状态: Launched-1982
项目研究机构: GlaxoSmithKline (Orphan Drug), GlaxoSmithKline (Originator)
合成路线:This compound has been obtained by two similar ways:1) The reaction of 11,15-O-bis(tetrahydropyran-2-yl)prostaglandin F2alpha (I) with NBS in THF/chloroform gives the brominated bicyclic compound (II),which is treated with AcOH to eliminate the THP groups yielding (III).Finally,this compound is deshydrobrominated with potassium tert-butoxide to afford the target compound.2) Prostaglandin F2alpha methyl ester (IV) is treated with I2 and K2CO3 to give the iodinated bicyclic intermediate (V),which is finally deshydroiodinated with sodium ethoxide to afford the target compound.
📌 参考资料/链接：
参考文献标题:Rapid and easy preparation of prostacyclin
文献作者:Nicolaou,K.C.; et al.
参考来源:Lancet 1977,1058
📄 详细内容
合成路线:This compound has been obtained by two similar ways:1) The reaction of 11,15-O-bis(tetrahydropyran-2-yl)prostaglandin F2alpha (I) with NBS in THF/chloroform gives the brominated bicyclic compound (II),which is treated with AcOH to eliminate the THP groups yielding (III).Finally,this compound is deshydrobrominated with potassium tert-butoxide to afford the target compound.2) Prostaglandin F2alpha methyl ester (IV) is treated with I2 and K2CO3 to give the iodinated bicyclic intermediate (V),which is finally deshydroiodinated with sodium ethoxide to afford the target compound.
参考文献标题:Synthesis of Vane's prostaglandin X,6,9alpha-oxidoalpha,15alpha-dihydroxyprosta-(Z)5,(E)13-dienoic acid
文献作者:Corey,E.J.; Keck,G.E.; Szekely,I.
参考来源:J Am Chem Soc 1977,99(6),2006
合成路线:This compound has been obtained by two similar ways:1) The reaction of 11,15-O-bis(tetrahydropyran-2-yl)prostaglandin F2alpha (I) with NBS in THF/chloroform gives the brominated bicyclic compound (II),which is treated with AcOH to eliminate the THP groups yielding (III).Finally,this compound is deshydrobrominated with potassium tert-butoxide to afford the target compound.2) Prostaglandin F2alpha methyl ester (IV) is treated with I2 and K2CO3 to give the iodinated bicyclic intermediate (V),which is finally deshydroiodinated with sodium ethoxide to afford the target compound.
参考文献标题:Prostacyclin
文献作者:Hillier,K.; Castar,J.
参考来源:Drugs Fut 1977,2(10),688
产品链接: CAS No. 61849-14-7›› 产品链接: CAS No.35121-78-9››