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【结 构 式】 
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【分子编号】17774 【品名】4-chlorophenyl (1S,9S,16R,18S)-16-hydroxy-17-oxa-8-azatetracyclo[7.7.2.0(1,18).0(2,7)]octadeca-2,4,6,12-tetraene-10,14-diyne-8-carboxylate 【CA登记号】 |
【 分 子 式 】C23H14ClNO4 【 分 子 量 】403.8212 【元素组成】C 68.41% H 3.49% Cl 8.78% N 3.47% O 15.85% |
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：(II)Compound (I) as a 2:1 mixture of diastereoisomers was hydrolyzed with barium hydroxide to afford a mixture of alcohols (II). Further reaction with thiocarbonyldiimidazole (III) and dimethylamino-pyridine (DMAP) gave thiocarbamate (IV), which was finally reduced with tributyltin hydride and azabis(isobutyronitrile) (AIBN) in refluxing benzene.
| 【1】 Unno, R.; et al.; Structure-activity relationships of cyclic enediynes related to dynemicin A-II. Synthesis and antitumor activity of 9- and 12-substituted enediynes equipped with aryl carbamate moieties. Bioorg Med Chem 1997, 5, 5, 903. |
| 【2】 Unno, R.; et al.; Structure-activity relationships of cyclic enediynes related to dynemicin A-I. Synthesis and antitumor activity of 9-acetoxy enediynes equipped with aryl carbamate moieties. Bioorg Med Chem 1997, 5, 5, 883. |
| 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) | 17773 | 4-chlorophenyl (1R,9S,16R,18S)-16-(acetoxy)-17-oxa-8-azatetracyclo[7.7.2.0(1,18).0(2,7)]octadeca-2,4,6,12-tetraene-10,14-diyne-8-carboxylate | C25H16ClNO5 | 详情 | 详情 | |
| (II) | 17774 | 4-chlorophenyl (1S,9S,16R,18S)-16-hydroxy-17-oxa-8-azatetracyclo[7.7.2.0(1,18).0(2,7)]octadeca-2,4,6,12-tetraene-10,14-diyne-8-carboxylate | C23H14ClNO4 | 详情 | 详情 | |
| (III) | 11990 | Di(1H-imidazol-1-yl)methanethione; 1,1'-Thiocarbonyldiimidazole | 6160-65-2 | C7H6N4S | 详情 | 详情 |
| (IV) | 17776 | 4-chlorophenyl (1R,9S,16R,18S)-16-[(1H-imidazol-1-ylcarbothioyl)oxy]-17-oxa-8-azatetracyclo[7.7.2.0(1,18).0(2,7)]octadeca-2,4,6,12-tetraene-10,14-diyne-8-carboxylate | C27H16ClN3O4S | 详情 | 详情 |
Extended Information