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【结 构 式】 
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【分子编号】43304 【品名】benzyl 3-[2-(3,5-dimethoxyanilino)-2-oxoethyl]-2-(dimethoxymethyl)-4-oxo-3,9-diazabicyclo[3.3.1]nonane-9-carboxylate 【CA登记号】 |
【 分 子 式 】C28H35N3O8 【 分 子 量 】541.60132 【元素组成】C 62.1% H 6.51% N 7.76% O 23.63% |
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：(XVII)Carboxylic acid (XV) was coupled with 3,5-dimethoxyaniline (XVI) using EDC and HOBt to produce amide (XVII), which was cyclized to the fused pyrazinone derivative (XVIII) by treatment with pyridinium p-toluenesulfonate in toluene. The benzyloxycarbonyl group of (XVIII) was then removed by catalytic hydrogenation to give amine (XIX). This was finally coupled with (3,4,5-trimethoxyphenyl)glyoxylic acid (XX) to yield the title amide.
| 【1】 Reich, S.; Guo, C.X.; Villafranca, E.; Showalter, R.; Dong, L.; A concise synthesis of AG5473/5507 utilizing N-acyliminium ion chemistry. Tetrahedron Lett 2000, 41, 28, 5307. |
| 【2】 Tada, H.; Kalish, V.; Kato, S.; Villafranca, J.E.; Tatlock, J.H.; Linton, M.A.; Kawakami, H. (Agouron Pharmaceuticals, Inc.); Cpds., compsns., and methods for stimulating neuronal growth and elongation. WO 0004020 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (XV) | 43303 | 2-[9-[(benzyloxy)carbonyl]-2-(dimethoxymethyl)-4-oxo-3,9-diazabicyclo[3.3.1]non-3-yl]acetic acid | C20H26N2O7 | 详情 | 详情 | |
| (XVI) | 25780 | 3,5-dimethoxyaniline; 3,5-dimethoxyphenylamine | 10272-07-8 | C8H11NO2 | 详情 | 详情 |
| (XVII) | 43304 | benzyl 3-[2-(3,5-dimethoxyanilino)-2-oxoethyl]-2-(dimethoxymethyl)-4-oxo-3,9-diazabicyclo[3.3.1]nonane-9-carboxylate | C28H35N3O8 | 详情 | 详情 | |
| (XVIII) | 43305 | benzyl 4-(3,5-dimethoxyphenyl)-5,8-dioxo-4,7,13-triazatricyclo[7.3.1.0(2,7)]tridec-2-ene-13-carboxylate | C26H27N3O6 | 详情 | 详情 | |
| (XIX) | 43306 | 4-(3,5-dimethoxyphenyl)-4,7,13-triazatricyclo[7.3.1.0(2,7)]tridec-2-ene-5,8-dione | C18H21N3O4 | 详情 | 详情 | |
| (XX) | 30046 | 2-oxo-2-(3,4,5-trimethoxyphenyl)acetic acid | C11H12O6 | 详情 | 详情 |
Extended Information