5-AZIDO DEOXYURIDINE COMPOUNDS AND METHOD OF SYNTHESIS OF THE SAME
    1.
    发明授权
    5-AZIDO DEOXYURIDINE COMPOUNDS AND METHOD OF SYNTHESIS OF THE SAME 失效
    5-氨基脱氧羟基化合物及其合成方法

    公开(公告)号:EP0218701B1

    公开(公告)日:1993-08-04

    申请号:EP86902752.4

    申请日:1986-04-22

    CPC分类号: C07H19/10

    摘要: 5-azido-2'-deoxyuridine nucleoside and nucleotide compounds and a method of producing them. The method involves reacting a 5'-deoxyuridine compound with nitrosonium tetrafluoroborate to produce a 5-nitro-deoxyuridine compound. The 5-nitro-deoxyuridine compound is reduced to a 5-amino-deoxyuridine compound in the presence of metallic zinc. The 5-amino-deoxyuridine compound is acidified and reacted with sodium nitrite to produce a 5-diazo-deoxyuridine compound. The diazo-deoxyuridine compound is then reacted with sodium azide to produce a 5-azido-deoxyuridine compound. The latter, in the monophosphate form, is further reacted with diphenylchlorophosphate to produce the photoactive triphosphate, 5-azido-2'-deoxyuridine-5'-triphosphate or 5-azido-dUTP. The photoactive compound, when added to DNA in an in vitro synthesis reaction, produces photoactive DNA.