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【结 构 式】 
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【分子编号】11778 【品名】7-alpha-Formyl-3-oxocyclopropa[1',2':15-beta,16-beta]pregn-4-ene-17,21-carbolactone 【CA登记号】 |
【 分 子 式 】C24H30O4 【 分 子 量 】382.4998 【元素组成】C 75.36% H 7.91% O 16.73% |
合成路线1
该中间体在本合成路线中的序号：(III)The synthesis of ZK-91587 has been described: The reaction of 15beta,16beta-methylene-3-oxo-17alpha-pregna-4,6-diene-21,17-carbonolactone (I) with diethylaluminum cyanide in THF or with KCN and NH4Cl in DMF - water gives 7alpha-cyano-15beta,16beta-methylene-3-oxo-17alpha-pregn-21,17-carbonolactone (II), which by partial reduction with diisobutylaluminum hydride in toluene is converted into the corresponding aldehyde (III). The oxidation of (III) with Jones' reagent (CrO3) affords the carboxylic acid (IV), which is finally methylated with diazomethane in dichloromethane.
| 【1】 Nishino, Y.; Wiechert, R.; Laurent, H.; Bittler, D.; Losert, W.; Nickisch, K.; Schillinger, E.; Aldosterone antagonists. 3. Synthesis and activities of steroidal 7alpha -(alkoxycarbonyl)-15,16-methylene spirolactones. J Med Chem 1990, 33, 2, 509-13. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 11776 | 3-Oxo-cyclopropa[1',2':15-beta,16-beta]pregan-4,6-diene-21,17-carbolactone | C23H28O3 | 详情 | 详情 | |
| (II) | 11777 | 7-alpha-Cyano-3-oxocyclopropa[1',2':15-beta,16-beta]pregn-4-ene-21,17-carbolactone | C24H29NO3 | 详情 | 详情 | |
| (III) | 11778 | 7-alpha-Formyl-3-oxocyclopropa[1',2':15-beta,16-beta]pregn-4-ene-17,21-carbolactone | C24H30O4 | 详情 | 详情 | |
| (IV) | 11779 | 7-alpha-Carboxy-3-oxocyclopropa[1',2':15-beta,16-beta]pregn-4-ene-21,17-carbolactone | C24H30O5 | 详情 | 详情 |