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【结 构 式】

【分子编号】38995

【品名】(4S)-4-ethyl-4,9,12-trihydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione

【CA登记号】

【 分 子 式 】C20H16N2O6

【 分 子 量 】380.35692

【元素组成】C 63.16% H 4.24% N 7.37% O 25.24%

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:(III)

Treatment of 10-hydroxycamptothecin (I) with EtOH and H2SO4 in the presence of FeCl3 produced 5-ethoxy-10-hydroxycamptothecin (II) along with minor amounts of the 5-hydroxy derivative (III). Hydrolysis of (II) to give (III) was effected using HCl in H2O-EtOH. Finally, acid-catalyzed condensation of (III) with 2,2,2-trifluoroethanol furnished the title compound.

1 Subrahmanyam, D.; Sarma, V.M.; Venkateswarlu, A.; et al.; Novel C-ring analogues of 20(S)-camptothecin. Part 3: Synthesis and their in vitro cytotoxicity of A-, B- and C-ring analogues. Bioorg Med Chem Lett 2000, 10, 4, 369.
2 Bitonti, A.; Woessner, R.; Peyman, A.; Uhlmann, E. (Aventis Pharma Deutschland GmbH); Short oligonucleotides for the inhibition of VEGF expression. EP 0979869; WO 0008141 .
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
19483 2,2,2-trifluoro-1-ethanol 75-89-8 C2H3F3O 详情 详情
(I) 13340 (4S)-4-Ethyl-4,9-dihydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione; 7-Ethyl-10-hydroxycamptothecin 86639-52-3 C20H16N2O5 详情 详情
(II) 38994 (4S)-12-ethoxy-4-ethyl-4,9-dihydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione C22H20N2O6 详情 详情
(III) 38995 (4S)-4-ethyl-4,9,12-trihydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione C20H16N2O6 详情 详情
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