Nucleosides. Part LI The 2-(4-nitrophenyl)ethoxycarbonyl (npeoc) and 2-(2,4-dinitrophenyl)ethoxycarbonyl (dnpeoc) groups for protection of hydroxy functions in ribonucleosides and 2? -deoxyribonucleosides
作者:Helga Schirmesiter、Frank Himmelsbach、Wolfgang Pfleiderer
DOI:10.1002/hlca.19930760122
日期:1993.2.10
yl)(ethoxycarbonyl]-O6-[2–4-nitrophenyl)ethyl]-guanosine (52) were further protected by the 2-(4-nitrophenyl)ethoxycarbonyl (npeoc) and the 2-(2,4-dinitrophenyl)ethoxycarbonyl (dnpeoc) group at the OH functions of the sugar moiety to form new partially and fully blocked intermediates for nucleoside and nucleotide syntheses. The corresponding 5′-O-monomethoxytrityl derivatives 5, 18, 30, 40, and 56
常见的2'-脱氧嘧啶和-嘌呤核苷,胸腺嘧啶核苷(4),O 4- [2-(4-硝基苯基)乙基]-胸苷(17),2'-脱氧-N 4- [2-(4-硝基苯基) )乙氧基羰基]胞嘧啶核苷(26),2'-脱氧-N 6- [2-(4-硝基苯基)-乙氧基羰基]腺苷-39和2'-脱氧-N 2- [2-(4-硝基苯基)(乙氧基羰基) ] -O 6- [2-4硝基苯基)乙基]-鸟苷(52)在糖部分的OH功能上进一步受到2-(4-硝基苯基)乙氧羰基(npeoc)和2-(2,4-二硝基苯基)乙氧羰基(dnpeoc)基团的保护,形成了新的部分和完全封闭的中间体核苷和核苷酸合成。相应的5'-O-单甲氧衍生物5,18,30,40,和56也被用来作为起始原料来合成,其没有被直接酰化得到一些其他的中间体。在核糖核苷系列中,5' - ö -monomethoxytrityl衍生物14,36,49,和63与2-(4-硝基苯基)