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【结 构 式】

【分子编号】29117

【品名】[(2R,3R,4S,5R)-3-(acetoxy)-4-fluoro-5-[5-methyl-2,4-dioxo-3,4-dihydro-1(2H)-pyrimidinyl]tetrahydro-2-furanyl]methyl benzoate

【CA登记号】

【 分 子 式 】C19H19FN2O7

【 分 子 量 】406.3675432

【元素组成】C 56.16% H 4.71% F 4.68% N 6.89% O 27.56%

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)

FMAU is prepared by condensation of 3-O-benzoyl-2-fluoro-D-arabinosyl bromide (I) with trimethylsilylated thymine (II) followed by saponification of the protected nucleoside (III).

1 Lopez, C.; Reichman, U.; Fox, J.; Hirota, K.; Watanabe, K.A.; Nucleosides. 110. Synthesis and antiherpes virus activity of some 2'-fluoro-2'-deoxyarabinofuranosylpyrimidine nucleosides. J Med Chem 1979, 22, 1, 21-24.
2 Lopez, C.; Klein, R.S.; Su, T.L.; Fox, J.J.; Watanabe, K.A.; Matsuda, A.; Chun, M.W.; Chun, C.K.; Nucleosides. 123. Synthesis of sntiviral nucleosides: 5-substituted 1-(2-deoxy-2-halogeno-beta-D-arabinofuranosyl)cytosines and -uracils. Some structure-activity relationships. J Med Chem 1983, 28, 2, 152-156.
3 Lopez, C.; FMAU. Drugs Fut 1985, 10, 4, 288.
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) 29116 [(2R,3R,4S,5S)-3-(acetoxy)-5-bromo-4-fluorotetrahydro-2-furanyl]methyl benzoate C14H14BrFO5 详情 详情
(II) 12218 5-Methyl-2,4-bis[(trimethylsilyl)methyl]pyrimidine C13H26N2Si2 详情 详情
(III) 29117 [(2R,3R,4S,5R)-3-(acetoxy)-4-fluoro-5-[5-methyl-2,4-dioxo-3,4-dihydro-1(2H)-pyrimidinyl]tetrahydro-2-furanyl]methyl benzoate C19H19FN2O7 详情 详情
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