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http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07H19-073
http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07H19-067
http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07H19-06
filingDate 1985-04-23-04:00^^<http://www.w3.org/2001/XMLSchema#date>
grantDate 1987-06-09-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_bb80d1777109f405f4cfb9d843a986f6
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_35d370fbe1a9471815aa71a028b81dca
publicationDate 1987-06-09-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber US-4672111-A
titleOfInvention 5-azido-deoxyuridine compounds and method of synthesis of the same
abstract 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.
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