1-(3-Azido-2,3-dideoxy-beta-D-ribofuranosyl)-6-bromo-5-methyl-2,4-dioxopyrimidin-5-ium -Drug Synthesis Database

【结构式】

【分子编号】30897

【品名】1-(3-Azido-2,3-dideoxy-beta-D-ribofuranosyl)-6-bromo-5-methyl-2,4-dioxopyrimidin-5-ium

【CA登记号】

【分子式】C₁₀H₁₃BrN₅O₄

【分子量】347.14852

【元素组成】C 34.6% H 3.77% Br 23.02% N 20.17% O 18.44%

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)

By bromination of zidovudine (AZT) (I) with N-bromosuccinimide (NBS) in DMF through the nonisolated intermediate (II), which yields a diastereomeric mixture of the target (S,S) isomer along with some (R,R) isomer that have been separated by crystallization and preparative radial chromatography.

参考文献中间体

合成目标

【1】 Brinon, M.C.; Salomon, H.; Wainberg, M.; Motura, M.; Moroni, G.; Synthesis, lipophilicity and anti-HIV activity of a new brominated analog of zidovudine. Nucleosides Nucleotides 1999, 18, 3, 337.

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)	25317	1-[(2R,4S,5S)-4-azido-5-(hydroxymethyl)tetrahydro-2-furanyl]-5-methyl-2,4(1H,3H)-pyrimidinedione	101703-35-9	C₁₀H₁₃N₅O₄	详情	详情
(II)	30897	1-(3-Azido-2,3-dideoxy-beta-D-ribofuranosyl)-6-bromo-5-methyl-2,4-dioxopyrimidin-5-ium		C₁₀H₁₃BrN₅O₄	详情	详情

Extended Information