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【结 构 式】 
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【分子编号】39126 【品名】(1R,2R)-2-[(R)-(dimethylamino)(3-methoxyphenyl)methyl]cyclohexanol 【CA登记号】 |
【 分 子 式 】C16H25NO2 【 分 子 量 】263.38004 【元素组成】C 72.97% H 9.57% N 5.32% O 12.15% |
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：(V)The condensation of m-methoxybenzaldehyde (I) with cyclohexanone (II) by means of KOH in refluxing water gives m-methoxybenzalcyclohexanone (III), which by reaction first with dimethylamine (A) in ether and then reduction with LiAlH4 in the same solvent affords cis-2-(alpha-dimethylamino-m-methoxybenzyl)cyclohexanol (IV). The hydrolysis of (IV) with HCl in isopropanol yields the racemic product, which is finally resolved into the corresponding optical isomers with tartaric acid.
| 【1】 Yardley, J.P.; Russell, P.B.; US 3928626 . |
| 【2】 Paton, D.M.; Castaner, J.; Ciramadol. Drugs Fut 1980, 5, 6, 283. |
| 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) | 20589 | 3-methoxybenzaldehyde; m-Anisaldehyde | 591-31-1 | C8H8O2 | 详情 | 详情 |
| (II) | 11059 | Cyclohexanone | 108-94-1 | C6H10O | 详情 | 详情 |
| (III) | 39125 | 2-[(E)-(3-methoxyphenyl)methylidene]cyclohexanone | C14H16O2 | 详情 | 详情 | |
| (IV) | 19943 | 5-(benzyloxy)-5-oxopentanoic acid | C12H14O4 | 详情 | 详情 | |
| (V) | 39126 | (1R,2R)-2-[(R)-(dimethylamino)(3-methoxyphenyl)methyl]cyclohexanol | C16H25NO2 | 详情 | 详情 |
Extended Information