The 1,1- dianisyl-2,2,2-trichloroethyl group as 2′-hydroxyl protection of ribonucleotides
作者:Roland Klösel、Stephan König、Stefan Lehnhoff、Rosa Maria Karl
DOI:10.1016/0040-4020(95)00981-7
日期:1996.1
The 1,1-dianisyl-2,2,2-trichloroethyl group (DATE, 1) was introduced as a new 2′-hydroxyl protecting group of ribonucleotides. The usefulness of DATE as a 2′-OH protection was demonstrated in the solid phase synthesis of a dinucleotide by the phosphoramidite method. Starting from 2′-O-DATE-uridine (5), a suitable protected building block 7 was thus prepared and condensed in a conventional DNA synthesizer
引入1,1-二茴香基-2,2,2-三氯乙基(DATE,1)作为核糖核苷酸的新2'-羟基保护基。通过亚磷酰胺法在二核苷酸的固相合成中证明了DATE作为2'-OH保护的有用性。从2′-O-DATE-尿苷(5)开始,由此制备合适的受保护的结构单元7,并在常规DNA合成仪中缩合,使胸苷的未受保护的5′-羟基经由3′-羟基与支持物结合。团体。将所得的嵌合二核苷酸从支持物上切下,除去保护基,得到8。。DATE的切割通过锂钴酞菁锂平稳,定量地进行,没有任何副产物的形成