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【结 构 式】 
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【分子编号】52813 【品名】5,10-dihydroxy-7,8-dihydrobenzo[g]isoquinoline-6,9-dione 【CA登记号】 |
【 分 子 式 】C13H9NO4 【 分 子 量 】243.2188 【元素组成】C 64.2% H 3.73% N 5.76% O 26.31% |
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：(XII)Friedel-Crafts bis-acylation of p-dimethoxybenzene (X) with anhydride (II) in molten aluminum chloride/sodium chloride afforded the benzoisoquinoline (XI). This compound was reduced with sodium dithionite to generate an intermediate leuco form (XII). Subsequent addition of Boc-ethylenediamine (VIII) to (XII) produced, after air oxidation during the work-up, the protected tetraamino compound (IX). Alternatively, addition of ethylenediamine (VII) to the intermediate (XII) led to the free base of BBR-2778, which was converted to the maleate.
| 【1】 Krapcho, A.P.; et al.; 6,9-Bis[(aminoalkyl)amino]benzo[g]isoquinoline-5, 10-diones. A novel class of chromophore-modified antitumor anthracene-9,10-diones: Synthesis and antitumor evaluations. J Med Chem 1994, 37, 6, 828. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (VIIII) | 14754 | ethylenediamine;1,2-Diaminoethane;ethane-1,2-diamine；1,2-Ethanediamine | 107-15-3 | C2H8N2 | 详情 | 详情 |
| (II) | 52806 | 3,4-Pyridine dicarboxylic anhydride; Pyridine-3,4-dicarboxylic anhydride | 4664-08-8 | C7H3NO3 | 详情 | 详情 |
| (VII) | 13241 | N-Boc-ethylenediamine;tert-butyl (2-aminoethyl)carbamate；tert-butyl 2-aminoethylcarbamate; tert-Butyl n-(2-aminoethyl)carbamate | 57260-73-8 | C7H16N2O2 | 详情 | 详情 |
| (IX) | 52811 | tert-butyl 2-{[6-({2-[(tert-butoxycarbonyl)amino]ethyl}amino)-5,10-dioxo-5,10-dihydrobenzo[g]isoquinolin-9-yl]amino}ethylcarbamate | C27H35N5O6 | 详情 | 详情 | |
| (X) | 21946 | 1,4-dimethoxybenzene; 4-methoxyphenyl methyl ether | 150-78-7 | C8H10O2 | 详情 | 详情 |
| (XI) | 52812 | 6,9-dihydroxybenzo[g]isoquinoline-5,10-dione | C13H7NO4 | 详情 | 详情 | |
| (XII) | 52813 | 5,10-dihydroxy-7,8-dihydrobenzo[g]isoquinoline-6,9-dione | C13H9NO4 | 详情 | 详情 |
Extended Information