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【结 构 式】 
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【分子编号】10421 【品名】(3aS,12bS)-5-Chloro-11-iodo-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenzo[2,3:6,7]oxepino[4,5-c]pyrrole 【CA登记号】 |
【 分 子 式 】C17H15ClINO 【 分 子 量 】411.66941 【元素组成】C 49.6% H 3.67% Cl 8.61% I 30.83% N 3.4% O 3.89% |
合成路线1
该中间体在本合成路线中的序号：(VII)3) [11-3H]-Org-5222: The iodination of Org-5222 (VI) with N-iodosuccinimide (NIS) and trifluoromethanesulfonic acid in CH2Cl2 gives the 11-iodo derivative (VII), which is then reduced with 3H2 and Pd/C in ethanol. 4) [7,11-3H2]-Org-5222: The nitration of Org-5222 (VI) with HNO3/H2SO4 gives the 7,11-dinitro derivative (VIII), which is reduced with Fe/acetic acid to the 7,11-diamino compound (IX). The reaction of (IX) with NaNO2/HCl in the presence of KI yields the 7,11-diiodo derivative (X), which is then reduced with 3H2 and Pd/C in ethanol as before. 5) [7,11-3H2]-Org-30526: The reaction of [7,11-3H2]- Org-5222 with ethyl chloroformate in refluxing toluene gives the carbamate (XI), which is then hydrolyzed under strongly basic conditions.
| 【1】 Wagenaars, G.; Vader, J.; Sperling, E.; Terpstra, A.; Kaspersen, F.; Hilberink, P.; Schlachter, I.; The syntheses of radiolabelled Org 5222 and its main metabolite Org 30526. J Label Compd Radiopharm 1994, 34, 9, 845. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (VI) | 10420 | (3aS,12bS)-5-Chloro-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenzo[2,3:6,7]oxepino[4,5-c]pyrrole | C17H16ClNO | 详情 | 详情 | |
| (VII) | 10421 | (3aS,12bS)-5-Chloro-11-iodo-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenzo[2,3:6,7]oxepino[4,5-c]pyrrole | C17H15ClINO | 详情 | 详情 | |
| (VIII) | 10422 | (3aS,12bS)-5-Chloro-2-methyl-7,11-dinitro-2,3,3a,12b-tetrahydro-1H-dibenzo[2,3:6,7]oxepino[4,5-c]pyrrole | C17H14ClN3O5 | 详情 | 详情 | |
| (IX) | 10423 | (3aS,12bS)-11-Chloro-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenzo[2,3:6,7]oxepino[4,5-c]pyrrole-5,9-diamine; (3aS,12bS)-11-Amino-5-chloro-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenzo[2,3:6,7]oxepino[4,5-c]pyrrol-7-ylamine | C17H18ClN3O | 详情 | 详情 | |
| (X) | 10424 | (3aS,12bS)-5-Chloro-7,11-diiodo-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenzo[2,3:6,7]oxepino[4,5-c]pyrrole | C17H14ClI2NO | 详情 | 详情 | |
| (XI) | 10426 | ethyl (3aS,12bS)-5-chloro-1,3,3a,12b-tetrahydro-2H-dibenzo[2,3:6,7]oxepino[4,5-c]pyrrole-2-carboxylate | C19H18ClNO3 | 详情 | 详情 |