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【结 构 式】 
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【分子编号】33925 【品名】2-[(1R,2R)-3-hydroxy-1-(4-hydroxyphenyl)-3-methyl-2-phenylbutyl]-5-methoxyphenol 【CA登记号】 |
【 分 子 式 】C24H26O4 【 分 子 量 】378.46804 【元素组成】C 76.17% H 6.92% O 16.91% |
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：(VIII)The Grignard reaction of trans-3-phenyl-4-p-acetoxyphenyl-7-methoxy-3,4-dihydrocoumarin (VI) with methylmagnesium iodide (A) in THF gives a mixture of cis-2,2-dimethyl-3-phenyl-4-p-hydroxy-phenyl-7-methoxychromane (VII) and threo-2-methyl-3-phenyl-4-(p-hydroxyphenyl)-4-(2-hydroxy-4-methoxyphenyl)butan-2-ol (VIII), which can be cyclized to (VII) with PPA at 75-80 C. Finally, (VII) is condensed with N-(2-chloroethyl)-pyrrolidine (B) by means of K2CO3 in refluxing acetone.
| 【1】 Suprabhat, R.; et al.; Antifertility agents. 12. Structure-activity relationship of 3,4-diphenylchromenes and -chromans. J Med Chem 1976, 19, 2, 276-279. |
| 【2】 Castaner, J.; Hillier, K.; Centchroman. Drugs Fut 1977, 2, 7, 441. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (A) | 20225 | iodo(methyl)magnesium | 917-64-6 | CH3IMg | 详情 | 详情 |
| (B) | 33922 | 1-(2-Chloroethyl)pyrrolidine; N-(2-Chloroethyl)pyrrolidine | C6H12ClN | 详情 | 详情 | |
| (VI) | 33924 | 4-[(3R,4R)-7-methoxy-2-oxo-3-phenyl-3,4-dihydro-2H-chromen-4-yl]phenyl acetate | C24H20O5 | 详情 | 详情 | |
| (VII) | 33926 | 4-[(3R,4R)-7-methoxy-2,2-dimethyl-3-phenyl-3,4-dihydro-2H-chromen-4-yl]phenol | C24H24O3 | 详情 | 详情 | |
| (VIII) | 33925 | 2-[(1R,2R)-3-hydroxy-1-(4-hydroxyphenyl)-3-methyl-2-phenylbutyl]-5-methoxyphenol | C24H26O4 | 详情 | 详情 |
Extended Information