Naimi Ebrahim, Kumar Piyush, McEwan Alexander J B, Wiebe Leonard I
Department of Oncologic Imaging, Cross Cancer Institute and Faculty of Pharmacy and Pharmaceutical Sciences, University of Alberta, Edmonton, Canada.
Nucleosides Nucleotides Nucleic Acids. 2005;24(3):173-8. doi: 10.1081/NCN-55700.
1-alpha- and 1-beta-D-Arabinofuranosyl-2-nitroimidazole (alpha-AZA and beta-AZ A) are synthons for a number of potential markers of tissue hypoxia. A one pot synthesis in which 2-nitroimidazole is coupled with a mixture of alpha- and beta-1-O-acetyl-2,3,5-tri-O-benzoyl-D-arabinofuranose in the presence of stannic chloride, followed by deprotection using ammonia/methanol, is described Previously reported conditions for coupling 2-nitroimidazole to 1-alpha-bromoarabinofuranose protected by base-hydrolyzable groups afforded alpha-AZA almost exclusively.
1-α-和1-β-D-阿拉伯呋喃糖基-2-硝基咪唑（α-AZA和β-AZA）是多种潜在组织缺氧标志物的合成子。本文描述了一种一锅法合成，即在氯化锡存在下，将2-硝基咪唑与α-和β-1-O-乙酰基-2,3,5-三-O-苯甲酰基-D-阿拉伯呋喃糖的混合物偶联，然后用氨/甲醇进行脱保护。先前报道的将2-硝基咪唑与由碱可水解基团保护的1-α-溴阿拉伯呋喃糖偶联的条件几乎只得到α-AZA。
