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【结 构 式】 
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【分子编号】33247 【品名】5-isopropyl-3-methyl-2-(1,6,7-trihydroxy-5-isopropyl-3-methyl-2-naphthyl)-1,6,7-naphthalenetriol 【CA登记号】 |
【 分 子 式 】C28H30O6 【 分 子 量 】462.5426 【元素组成】C 72.71% H 6.54% O 20.75% |
与该中间体有关的原料药合成路线共 1 条
合成路线1
该中间体在本合成路线中的序号：(IX)Intermediate (VII) is methylated with dimethylsulfate and KOH in refluxing aqueous dioxane affording apogossypol hexamethyl ether (VIII) . The cleavage of the methoxy groups with BBr3 and aqueous NaOH yields apogossypol (IX), which by reaction with N,N'-diphenylformamidine (X) affords gossypol bis(N-phenylimine) (XI), which is finally hydrolyzed.
| 【1】 Cashaw, J.L.; Edwards, J.D.Jr.; Studies in the naphtalene series. III. Synthesis of apogossypol hexamethyl ether. J Am Chem Soc 1957, 79, 2283. |
| 【2】 Edwards, J.D.Jr.; Total synthesis of gossypol. J Am Chem Soc 1958, 80, 3798. |
| 【3】 El-Nockrashy; J Am Oil Chem Soc 1963, 40, 1, 14. |
| 【4】 Leeson, P.; Gossypol. Drugs Fut 1979, 4, 5, 338. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (VII) | 33245 | 2-(1-hydroxy-5-isopropyl-6,7-dimethoxy-3-methyl-2-naphthyl)-5-isopropyl-6,7-dimethoxy-3-methyl-1-naphthol | C32H38O6 | 详情 | 详情 | |
| (VIII) | 33246 | 1-isopropyl-6-(5-isopropyl-1,6,7-trimethoxy-3-methyl-2-naphthyl)-2,3,5-trimethoxy-7-methylnaphthalene; 1-isopropyl-6-(5-isopropyl-1,6,7-trimethoxy-3-methyl-2-naphthyl)-3,5-dimethoxy-7-methyl-2-naphthyl methyl ether | C34H42O6 | 详情 | 详情 | |
| (IX) | 33247 | 5-isopropyl-3-methyl-2-(1,6,7-trihydroxy-5-isopropyl-3-methyl-2-naphthyl)-1,6,7-naphthalenetriol | C28H30O6 | 详情 | 详情 | |
| (X) | 33248 | N,N'-diphenyliminoformamide | 622-15-1 | C13H12N2 | 详情 | 详情 |
| (XI) | 33249 | 5-isopropyl-3-methyl-8-[(phenylimino)methyl]-2-[1,6,7-trihydroxy-5-isopropyl-3-methyl-8-[(phenylimino)methyl]-2-naphthyl]-1,6,7-naphthalenetriol | C42H40N2O6 | 详情 | 详情 |
Extended Information