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【结 构 式】 
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【分子编号】40443 【品名】(2R,3S)-5-(2-oxiranylmethoxy)-1,2,3,4-tetrahydro-2,3-naphthalenediol 【CA登记号】 |
【 分 子 式 】C13H16O4 【 分 子 量 】236.26764 【元素组成】C 66.09% H 6.83% O 27.09% |
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：(IV)The esterification of 5,8-dihydro-1-naphthol (I) with acetic anhydride gives the corresponding acetate (II), which is oxidized with silver acetate and I2 in acetic acid to yield 2,3-cis-1,2,3,4-tetrahydro-2,3,5-naphthalenetriol (III). The treatment of this product with sodium methylate and epichlorhydrin (A) in methanol gives 2,3-cis-1,2,3,4-tetrahydro-5-(2,3-epoxypropoxy)-2,3-naphthalenediol (IV), which is finally treated with tertbutylamine (B) in chloroform-methanol.
| 【1】 Hanck, F.P.; et al.; Tetrahydronaphthyloxyaminopropanols and related compounds. CA 979926; DE 2258995; GB 1358722 . |
| 【2】 Weetman, D.F.; Castaner, J.; Nadolol. Drugs Fut 1976, 1, 9, 434. |
| 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) | 10146 | Epichlorohydrin; 2-(Chloromethyl)oxirane | 106-89-8 | C3H5ClO | 详情 | 详情 |
| (B) | 17895 | 2-Amino-2-methylpropane; tert-butylamine; 2-methyl-2-propanamine | 75-64-9 | C4H11N | 详情 | 详情 |
| (I) | 40440 | 5,8-dihydro-1-naphthalenol | 27673-48-9 | C10H10O | 详情 | 详情 |
| (II) | 40441 | 1-naphthyl acetate | 830-81-9 | C12H10O2 | 详情 | 详情 |
| (III) | 40442 | (6R,7S)-5,6,7,8-tetrahydro-1,6,7-naphthalenetriol | C10H12O3 | 详情 | 详情 | |
| (IV) | 40443 | (2R,3S)-5-(2-oxiranylmethoxy)-1,2,3,4-tetrahydro-2,3-naphthalenediol | C13H16O4 | 详情 | 详情 |
Extended Information