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【结 构 式】 
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【分子编号】58264 【品名】1-[3-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)propyl]-3-piperidinecarboxylic acid 【CA登记号】 |
【 分 子 式 】C24H27NO2 【 分 子 量 】361.48392 【元素组成】C 79.74% H 7.53% N 3.87% O 8.85% |
合成路线1
该中间体在本合成路线中的序号：(IV)The condensation of dibenzocycloheptylidene derivative (I) with radiolabelled piperidine-3-carboxylic acid ethyl ester (II) by means of K2CO3 in ethyl acetate gives the adduct (III), which is hydrolyzed with aqueous HCl to yield the carboxylic acid (IV). Finally, this compound is submitted to optical resolution by means of chiral chromatography to provide the chiral radiolabelled compound.
| 【1】 Valsborg, J.S.; Foged, C.; Radiolabelling of NNC 05-1869, a compound for treatment of diabetic neuropathy. J Label Compd Radiopharm 2002, 45, 4, 351. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 52139 | 5-(3-bromopropylidene)-10,11-dihydro-5H-dibenzo[a,d]cycloheptene | C18H17Br | 详情 | 详情 | |
| (II) | 25693 | ethyl 3-piperidinecarboxylate | 5006-62-2 | C8H15NO2 | 详情 | 详情 |
| (II) | 58262 | ethyl 3-piperidinecarboxylate | C8H15NO2 | 详情 | 详情 | |
| (III) | 58263 | ethyl 1-[3-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)propyl]-3-piperidinecarboxylate | C26H31NO2 | 详情 | 详情 | |
| (III) | 58266 | ethyl 1-[3-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)propyl]-3-piperidinecarboxylate | C26H31NO2 | 详情 | 详情 | |
| (IV) | 58264 | 1-[3-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)propyl]-3-piperidinecarboxylic acid | C24H27NO2 | 详情 | 详情 | |
| (IV) | 58265 | 1-[3-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)propyl]-3-piperidinecarboxylic acid | C24H27NO2 | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(II)The reduction of 1-[3-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)propyl]-1,2,5,6-tetrahydropyridine-3-carboxylic acid (I) with tritium over PdO in methanol gives the racemic ditritiated compound (II), which is then submitted to optical resolution by chiral chromatography to afford the chiral radiolabelled compound.
| 【1】 Valsborg, J.S.; Foged, C.; Radiolabelling of NNC 05-1869, a compound for treatment of diabetic neuropathy. J Label Compd Radiopharm 2002, 45, 4, 351. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 58267 | 1-[3-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)propyl]-1,2,5,6-tetrahydro-3-pyridinecarboxylic acid | C24H25NO2 | 详情 | 详情 | |
| (II) | 58264 | 1-[3-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)propyl]-3-piperidinecarboxylic acid | C24H27NO2 | 详情 | 详情 | |
| (II) | 58268 | 1-[3-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)propyl]-3-piperidinecarboxylic acid | C24H27NO2 | 详情 | 详情 |