Synthesis of 2ʹ-deoxy-5-fluoromethyluridine (dU^CH2F) and 2ʹ-deoxy-5-difluoromethyluridine (dU^CHF2) phosphoramidites was achieved. The obtained phosphoramidites were efficiently incorporated into oligonucleotides (ONs), and their post-synthetic modification was examined. In the case of dU^CH2F-containing ONs, substitution of the fluorine atom with methoxy, hydroxy and amine groups was successful. Moreover, the difluoromethyl group of dU^CHF2 in the ONs could be converted to a formyl, oxime, or hydrazone by treatment with the corresponding nucleophile.

中文翻译：

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合成后修饰含5-单和5-二氟甲基尿苷的寡核苷酸

实现了2′-脱氧-5-氟甲基尿苷（dU ^CH2F）和2′-脱氧-5-二氟甲基尿苷（dU ^CHF2）亚磷酰胺的合成。将获得的亚磷酰胺有效地掺入寡核苷酸（ON）中，并检查它们的合成后修饰。在含dU ^{CH 2 F}的ONs的情况下，氟原子被甲氧基，羟基和胺基取代成功。而且，通过用相应的亲核试剂处理，ON中的dU ^CHF2的二氟甲基可以转化为甲酰基，肟或。