Lithiation study on D4T.
Identifieur interne : 000211 ( PubMed/Checkpoint ); précédent : 000210; suivant : 000212Lithiation study on D4T.
Auteurs : H. Kumamoto [Japon] ; H. TanakaSource :
- Nucleic acids symposium series [ 0261-3166 ] ; 2000.
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Abstract
Upon treatment with LTMP, 5'-O-protected D4T undergoes deprotonation of the vinylic proton (H-3' or H-2'): when 5'-O-silyl derivative was used, the 3'-C-silylated product was formed as a result of C3'-lithiation and subsequent O-->C silyl migration, while deprotonation at the 2'-position led to the formation of an allene derivative. A stannyl version of this reaction was also examined to develop a method for C3'-functionalization of D4T.
PubMed: 12903291
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Kumamoto</name><affiliation wicri:level="1"><nlm:affiliation>School of Pharmaceutical Sciences, Showa University, 1-5-8 Hatanodai, Shinagawa-ku, Tokyo 142-8555, Japan.</nlm:affiliation><country xml:lang="fr">Japon</country><wicri:regionArea>School of Pharmaceutical Sciences, Showa University, 1-5-8 Hatanodai, Shinagawa-ku, Tokyo 142-8555</wicri:regionArea><placeName><settlement type="city">Tokyo</settlement><region type="région">Région de Kantō</region></placeName></affiliation></author><author><name sortKey="Tanaka, H" sort="Tanaka, H" uniqKey="Tanaka H" first="H" last="Tanaka">H. 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A stannyl version of this reaction was also examined to develop a method for C3'-functionalization of D4T.</div></front></TEI><pubmed><MedlineCitation Owner="NLM" Status="MEDLINE"><PMID Version="1">12903291</PMID><DateCreated><Year>2003</Year><Month>08</Month><Day>07</Day></DateCreated><DateCompleted><Year>2003</Year><Month>10</Month><Day>02</Day></DateCompleted><DateRevised><Year>2013</Year><Month>11</Month><Day>21</Day></DateRevised><Article PubModel="Print"><Journal><ISSN IssnType="Print">0261-3166</ISSN><JournalIssue CitedMedium="Print"><Issue>44</Issue><PubDate><Year>2000</Year></PubDate></JournalIssue><Title>Nucleic acids symposium series</Title><ISOAbbreviation>Nucleic Acids Symp. 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A stannyl version of this reaction was also examined to develop a method for C3'-functionalization of D4T.</AbstractText></Abstract><AuthorList CompleteYN="Y"><Author ValidYN="Y"><LastName>Kumamoto</LastName><ForeName>H</ForeName><Initials>H</Initials><AffiliationInfo><Affiliation>School of Pharmaceutical Sciences, Showa University, 1-5-8 Hatanodai, Shinagawa-ku, Tokyo 142-8555, Japan.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Tanaka</LastName><ForeName>H</ForeName><Initials>H</Initials></Author></AuthorList><Language>eng</Language><PublicationTypeList><PublicationType UI="D016428">Journal Article</PublicationType></PublicationTypeList></Article><MedlineJournalInfo><Country>England</Country><MedlineTA>Nucleic Acids Symp Ser</MedlineTA><NlmUniqueID>8007206</NlmUniqueID><ISSNLinking>0261-3166</ISSNLinking></MedlineJournalInfo><ChemicalList><Chemical><RegistryNumber>9FN79X2M3F</RegistryNumber><NameOfSubstance UI="D008094">Lithium</NameOfSubstance></Chemical><Chemical><RegistryNumber>BO9LE4QFZF</RegistryNumber><NameOfSubstance UI="D018119">Stavudine</NameOfSubstance></Chemical></ChemicalList><CitationSubset>IM</CitationSubset><MeshHeadingList><MeshHeading><DescriptorName MajorTopicYN="N" UI="D008094">Lithium</DescriptorName><QualifierName MajorTopicYN="N" UI="Q000737">chemistry</QualifierName></MeshHeading><MeshHeading><DescriptorName MajorTopicYN="N" UI="D008722">Methods</DescriptorName></MeshHeading><MeshHeading><DescriptorName MajorTopicYN="N" UI="D015394">Molecular Structure</DescriptorName></MeshHeading><MeshHeading><DescriptorName MajorTopicYN="N" UI="D018119">Stavudine</DescriptorName><QualifierName MajorTopicYN="Y" UI="Q000031">analogs & derivatives</QualifierName><QualifierName MajorTopicYN="N" UI="Q000138">chemical synthesis</QualifierName><QualifierName MajorTopicYN="N" UI="Q000737">chemistry</QualifierName></MeshHeading></MeshHeadingList></MedlineCitation><PubmedData><History><PubMedPubDate PubStatus="pubmed"><Year>2003</Year><Month>8</Month><Day>9</Day><Hour>5</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate PubStatus="medline"><Year>2003</Year><Month>10</Month><Day>3</Day><Hour>5</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate PubStatus="entrez"><Year>2003</Year><Month>8</Month><Day>9</Day><Hour>5</Hour><Minute>0</Minute></PubMedPubDate></History><PublicationStatus>ppublish</PublicationStatus><ArticleIdList><ArticleId IdType="pubmed">12903291</ArticleId></ArticleIdList></PubmedData></pubmed><affiliations><list><country><li>Japon</li></country><region><li>Région de Kantō</li></region><settlement><li>Tokyo</li></settlement></list><tree><noCountry><name sortKey="Tanaka, H" sort="Tanaka, H" uniqKey="Tanaka H" first="H" last="Tanaka">H. Tanaka</name></noCountry><country name="Japon"><region name="Région de Kantō"><name sortKey="Kumamoto, H" sort="Kumamoto, H" uniqKey="Kumamoto H" first="H" last="Kumamoto">H. Kumamoto</name></region></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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