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【结 构 式】

【分子编号】46980

【品名】(2S,3R,4R,5R,6S)-3-(acetoxy)-5-fluoro-6-[(6-hydroxy-7,12-dioxo-7,12-dihydronaphtho[2,3-f]quinolin-5-yl)oxy]-2-methyltetrahydro-2H-pyran-4-yl acetate

【CA登记号】

【 分 子 式 】C27H22FNO9

【 分 子 量 】523.4714232

【元素组成】C 61.95% H 4.24% F 3.63% N 2.68% O 27.51%

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)

Coupling of alizarin blue (I) with the pyranosyl bromide (II) under Koenigs-Knorr conditions in the presence of HgO and HgBr2 afforded the target 5-talopyranoside derivative (III) along with minor amounts of the 5,6-bis-talopyranoside, which were separated by preparative thin layer chromatography. Deacetylation of (III) using NaOMe in MeOH-THF then gave the title compound.

1 Tsuchiya, T.; Takagi, Y.; Yamada, H.; Preparation of 5-(2,6-dideoxy-2-fluoro-alpha-L-talopyranosyloxy)-6-hydroxynaphtho[2,3-f]quinoline-7,12-dione (FT-Alz), a new-type, potentially antitumor substance with various biological activities. Bioorg Med Chem Lett 2000, 10, 3, 203.
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) 46979 5,6-dihydroxynaphtho[2,3-f]quinoline-7,12-dione C17H9NO4 详情 详情
(II) 16222 (2S,3S,4R,5R,6S)-3-(acetoxy)-6-bromo-5-fluoro-2-methyltetrahydro-2H-pyran-4-yl acetate C10H14BrFO5 详情 详情
(III) 46980 (2S,3R,4R,5R,6S)-3-(acetoxy)-5-fluoro-6-[(6-hydroxy-7,12-dioxo-7,12-dihydronaphtho[2,3-f]quinolin-5-yl)oxy]-2-methyltetrahydro-2H-pyran-4-yl acetate C27H22FNO9 详情 详情
Extended Information