【药物名称】Deprodone propionate, Eclar
化学结构式(Chemical Structure):
参考文献No.14162
标题:Improvements in acylated steroids
作者:Housley, J.R.; Oxley, P. (The Boots Company plc)
来源:FR 1513708; GB 1158492
合成路线图解说明:

This compound can be obtained by two different ways: 1) The oxidation of 21-desoxyprednisolone (I) with chromium trioxide and manganous nitrate in acetic acid gives 21-desoxyprednisone (II), which is esterified with propionic anhydride and p-toluenesulfonic acid yielding 21-desoxy-17-O-propionylprednisone (III). Finally, this compound is reduced with KBH4 in DMF - water. 2) The esterification of 21-O-(methanesulfonyl)prednisolone (IV) with acetyl nitrate in acetic acid gives 21-O-(methanesulfonyl)-11-O-nitroprednisolone (V), which is treated with NaI and NaHSO3 in acetic acid yielding the corresponding 21-desoxy nitrate ester (VI). The esterification of (VI) with propionic anhydride as before affords 21-desoxy-11-O-nitro-17-O-propionylprednisolone (VII), which is finally denitrated with Zn powder in acetic acid.

参考文献No.14163
标题:Improvements in acylated steroids
作者:Housley, J.R.; Oxley, P. (The Boots Company plc)
来源:GB 1159490
合成路线图解说明:

This compound can be obtained by two different ways: 1) The oxidation of 21-desoxyprednisolone (I) with chromium trioxide and manganous nitrate in acetic acid gives 21-desoxyprednisone (II), which is esterified with propionic anhydride and p-toluenesulfonic acid yielding 21-desoxy-17-O-propionylprednisone (III). Finally, this compound is reduced with KBH4 in DMF - water. 2) The esterification of 21-O-(methanesulfonyl)prednisolone (IV) with acetyl nitrate in acetic acid gives 21-O-(methanesulfonyl)-11-O-nitroprednisolone (V), which is treated with NaI and NaHSO3 in acetic acid yielding the corresponding 21-desoxy nitrate ester (VI). The esterification of (VI) with propionic anhydride as before affords 21-desoxy-11-O-nitro-17-O-propionylprednisolone (VII), which is finally denitrated with Zn powder in acetic acid.

参考文献No.14165
标题:17-Acyloxysteroids and their manufacture
作者:Oxley, P.; Housley, J.T. (The Boots Company plc)
来源:US 3639434
合成路线图解说明:

This compound can be obtained by two different ways: 1) The oxidation of 21-desoxyprednisolone (I) with chromium trioxide and manganous nitrate in acetic acid gives 21-desoxyprednisone (II), which is esterified with propionic anhydride and p-toluenesulfonic acid yielding 21-desoxy-17-O-propionylprednisone (III). Finally, this compound is reduced with KBH4 in DMF - water. 2) The esterification of 21-O-(methanesulfonyl)prednisolone (IV) with acetyl nitrate in acetic acid gives 21-O-(methanesulfonyl)-11-O-nitroprednisolone (V), which is treated with NaI and NaHSO3 in acetic acid yielding the corresponding 21-desoxy nitrate ester (VI). The esterification of (VI) with propionic anhydride as before affords 21-desoxy-11-O-nitro-17-O-propionylprednisolone (VII), which is finally denitrated with Zn powder in acetic acid.

参考文献No.14166
标题:17-Acyloxysteroids and their manufacture
作者:Oxley, P.; Housley, J.T. (The Boots Company plc)
来源:US 3856956
合成路线图解说明:

This compound can be obtained by two different ways: 1) The oxidation of 21-desoxyprednisolone (I) with chromium trioxide and manganous nitrate in acetic acid gives 21-desoxyprednisone (II), which is esterified with propionic anhydride and p-toluenesulfonic acid yielding 21-desoxy-17-O-propionylprednisone (III). Finally, this compound is reduced with KBH4 in DMF - water. 2) The esterification of 21-O-(methanesulfonyl)prednisolone (IV) with acetyl nitrate in acetic acid gives 21-O-(methanesulfonyl)-11-O-nitroprednisolone (V), which is treated with NaI and NaHSO3 in acetic acid yielding the corresponding 21-desoxy nitrate ester (VI). The esterification of (VI) with propionic anhydride as before affords 21-desoxy-11-O-nitro-17-O-propionylprednisolone (VII), which is finally denitrated with Zn powder in acetic acid.

参考文献No.146088
标题:Deprodone Propionate
作者:Prous, J.; Casta馿r, J.
来源:Drugs Fut 1991,16(9),801
合成路线图解说明:

This compound can be obtained by two different ways: 1) The oxidation of 21-desoxyprednisolone (I) with chromium trioxide and manganous nitrate in acetic acid gives 21-desoxyprednisone (II), which is esterified with propionic anhydride and p-toluenesulfonic acid yielding 21-desoxy-17-O-propionylprednisone (III). Finally, this compound is reduced with KBH4 in DMF - water. 2) The esterification of 21-O-(methanesulfonyl)prednisolone (IV) with acetyl nitrate in acetic acid gives 21-O-(methanesulfonyl)-11-O-nitroprednisolone (V), which is treated with NaI and NaHSO3 in acetic acid yielding the corresponding 21-desoxy nitrate ester (VI). The esterification of (VI) with propionic anhydride as before affords 21-desoxy-11-O-nitro-17-O-propionylprednisolone (VII), which is finally denitrated with Zn powder in acetic acid.

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