【药物名称】Prostaglandin X sodium, Prostaglandin I2 sodium, Prostacyclin sodium, Epoprostenol sodium, 4UA76, U-53217A, Flolan
化学结构式(Chemical Structure):
参考文献No.576766
标题:Rapid and easy preparation of prostacyclin
作者:Nicolaou, K.C.; et al.
来源:Lancet 1977,1058
合成路线图解说明:

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No.576767
标题:Synthesis of Vane's prostaglandin X, 6,9alpha-oxidoalpha,15alpha-dihydroxyprosta-(Z)5,(E)13-dienoic acid
作者:Corey, E.J.; Keck, G.E.; Szekely, I.
来源:J Am Chem Soc 1977,99(6),2006
合成路线图解说明:

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No.800681
标题:Prostacyclin
作者:Hillier, K.; Casta馿r, J.
来源:Drugs Fut 1977,2(10),688
合成路线图解说明:

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.

Drug Information Express,Drug R&D,Chemical Database,Patent Search.
Copyright © 2006-2024 Drug Future. All rights reserved.Contact Us