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【结 构 式】 
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【分子编号】59393 【品名】ethyl 3-(9-formyl-5-oxo-5,6,7,13-tetrahydro-12H-indeno[2,1-a]pyrrolo[3,4-c]carbazol-12-yl)propanoate 【CA登记号】 |
【 分 子 式 】C27H22N2O4 【 分 子 量 】438.48276 【元素组成】C 73.96% H 5.06% N 6.39% O 14.6% |
合成路线1
该中间体在本合成路线中的序号：(X)An alternative route was based on the formylation of (III) with dichloromethyl methyl ether (IX) in the presence of tin chloride. The resultant aldehyde ester (X) was then reduced to diol (VIII) by means of LiBH4. The crude trifluoroacetate ester obtained by treatment of diol (VIII) with trifluoroacetic anhydride was then refluxed with isopropanol to furnish the title isopropyl ether.
| 【1】 Hudkins, R.L.; Gingrich, D.E. (Cephalon, Inc.); Selected fused pyrrolocarbazoles. WO 0217914 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (III) | 59387 | ethyl 3-(5-oxo-5,6,7,13-tetrahydro-12H-indeno[2,1-a]pyrrolo[3,4-c]carbazol-12-yl)propanoate | C26H22N2O3 | 详情 | 详情 | |
| (VIII) | 59392 | 9-(hydroxymethyl)-12-(3-hydroxypropyl)-6,7,12,13-tetrahydro-5H-indeno[2,1-a]pyrrolo[3,4-c]carbazol-5-one | C25H22N2O3 | 详情 | 详情 | |
| (IX) | 40668 | dichloro(methoxy)methane; dichloromethyl methyl ether | 4885-02-3 | C2H4Cl2O | 详情 | 详情 |
| (X) | 59393 | ethyl 3-(9-formyl-5-oxo-5,6,7,13-tetrahydro-12H-indeno[2,1-a]pyrrolo[3,4-c]carbazol-12-yl)propanoate | C27H22N2O4 | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(X)An alternative route was based on the formylation of (III) with dichloromethyl methyl ether (IX) in the presence of tin chloride. The resultant aldehyde ester (X) was then reduced to the already reported diol (VIII) by means of LiBH4. The crude trifluoroacetate ester obtained by treatment of diol (VIII) with trifluoroacetic anhydride was then refluxed with isopropanol to furnish the isopropyl ether (XI). The remaining hydroxyl group was finally esterified by treatment with N,N-dimethylglycine (XII) in the presence of EDC and DMAP.
| 【1】 Hudkins, R.L.; Gingrich, D.E. (Cephalon, Inc.); Selected fused pyrrolocarbazoles. WO 0217914 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (III) | 59387 | ethyl 3-(5-oxo-5,6,7,13-tetrahydro-12H-indeno[2,1-a]pyrrolo[3,4-c]carbazol-12-yl)propanoate | C26H22N2O3 | 详情 | 详情 | |
| (VIII) | 59392 | 9-(hydroxymethyl)-12-(3-hydroxypropyl)-6,7,12,13-tetrahydro-5H-indeno[2,1-a]pyrrolo[3,4-c]carbazol-5-one | C25H22N2O3 | 详情 | 详情 | |
| (IX) | 40668 | dichloro(methoxy)methane; dichloromethyl methyl ether | 4885-02-3 | C2H4Cl2O | 详情 | 详情 |
| (X) | 59393 | ethyl 3-(9-formyl-5-oxo-5,6,7,13-tetrahydro-12H-indeno[2,1-a]pyrrolo[3,4-c]carbazol-12-yl)propanoate | C27H22N2O4 | 详情 | 详情 | |
| (XI) | 59394 | 12-(3-hydroxypropyl)-9-(isopropoxymethyl)-6,7,12,13-tetrahydro-5H-indeno[2,1-a]pyrrolo[3,4-c]carbazol-5-one | C28H28N2O3 | 详情 | 详情 | |
| (XII) | 16765 | 2-(dimethylamino)acetic acid; N,N-Dimethylglycine | 1118-68-9 | C4H9NO2 | 详情 | 详情 |