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【结 构 式】 
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【分子编号】26412 【品名】[(2R)-7-chloro-2,3-dihydro-1,4-benzodioxin-2-yl]methyl 4-methylbenzenesulfonate 【CA登记号】 |
【 分 子 式 】C16H15ClO5S 【 分 子 量 】354.8108 【元素组成】C 54.16% H 4.26% Cl 9.99% O 22.55% S 9.04% |
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：(VI)The reaction of 5-chloro-2-hydroxybenzaldehyde (I) with the chiral glycidyl tosylate (II) by means of K2CO3 in DMF gives the condensation product (III), which is oxidized with m-chloroperbenzoic acid to formyl ester (IV). The cyclization of (IV) with sodium methoxide in methanol affords the hydroxymethyl benzodioxane (V), which is tosylated with tosyl chloride in pyridine to the tosylate (VI). Finally, this compound is condensed with 1-(2-methoxyphenyl)piperidin-4-ylmethylamine (VII) by means of K2CO3 in refluxing acetonitrile.
| 【1】 Birch, A.M.; Needham, P.L.; Kerrigan, F.; Gill, J.C.; Bradley, P.A.; N-substituted (2,3-dihydro-1,4-benzodioxin-2-yl)methylamine derivatives as D2 antagonists/5HT1A partial agonists with potential as atypical antipsychotic agents. J Med Chem 1999, 42, 17, 3342. |
| 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) | 26408 | 5-chlorosalicylaldehyde; 5-chloro-2-hydroxybenzaldehyde | 635-93-8 | C7H5ClO2 | 详情 | 详情 |
| (II) | 16242 | (2R)oxiranylmethyl 4-methylbenzenesulfonate; (2R)-(-)-Glycidyl tosylate | 113826-06-5 | C10H12O4S | 详情 | 详情 |
| (III) | 26409 | 5-chloro-2-[(2R)oxiranylmethoxy]benzaldehyde | C10H9ClO3 | 详情 | 详情 | |
| (IV) | 26410 | 5-chloro-2-[(2R)oxiranylmethoxy]phenyl formate | C10H9ClO4 | 详情 | 详情 | |
| (V) | 26411 | [(2S)-7-chloro-2,3-dihydro-1,4-benzodioxin-2-yl]methanol | C9H9ClO3 | 详情 | 详情 | |
| (VI) | 26412 | [(2R)-7-chloro-2,3-dihydro-1,4-benzodioxin-2-yl]methyl 4-methylbenzenesulfonate | C16H15ClO5S | 详情 | 详情 | |
| (VII) | 25196 | [1-(2-methoxyphenyl)-4-piperidinyl]methylamine; [1-(2-methoxyphenyl)-4-piperidinyl]methanamine | C13H20N2O | 详情 | 详情 |
Extended Information