Synthesis of pinacolyl [14C]methylphosphonochloridate
A three‐step synthetic route to pinacolyl [14C] methylphosphonochloridate () from [14C]methyl iodide is described Condensation of sodium di‐n‐butyl phosphite with [14C] methyl iodide gave di‐n‐butyl [14C] methylphosphonate () which was converted into [14C] methylphosphonic dichloride () by prolonged...
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| Veröffentlicht in: | Journal of labelled compounds & radiopharmaceuticals 1982-06, Vol.19 (6), p.769-778 |
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| container_end_page | 778 |
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| container_issue | 6 |
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| container_title | Journal of labelled compounds & radiopharmaceuticals |
| container_volume | 19 |
| creator | Horvat, J. Keglević, D. Klaić, B. Kveder, S. Ladešić, B. Ćosić, M. Zupanc, S. |
| description | A three‐step synthetic route to pinacolyl [14C] methylphosphonochloridate () from [14C]methyl iodide is described Condensation of sodium di‐n‐butyl phosphite with [14C] methyl iodide gave di‐n‐butyl [14C] methylphosphonate () which was converted into [14C] methylphosphonic dichloride () by prolonged refluxing with thionyl chloride. Reaction of with pinacolyl alcohol in the presence of N,N‐di‐n‐propylaniline as the base afforded the title compound . The radiochemical yield of redistilled was 34.2% based on , and the overall radiochemical yield was 20.0% from [14C] methyl iodide. |
| doi_str_mv | 10.1002/jlcr.2580190609 |
| format | Article |
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Reaction of with pinacolyl alcohol in the presence of N,N‐di‐n‐propylaniline as the base afforded the title compound . The radiochemical yield of redistilled was 34.2% based on , and the overall radiochemical yield was 20.0% from [14C] methyl iodide.</description><identifier>ISSN: 0362-4803</identifier><identifier>EISSN: 1099-1344</identifier><identifier>DOI: 10.1002/jlcr.2580190609</identifier><language>eng</language><publisher>Chichester: John Wiley & Sons, Ltd</publisher><subject>[14C] methylphosphonic dichloride ; Di-n-butyl- [14C] methylphosphonate ; methylphosphonochloridate ; pinacolyl [14C]</subject><ispartof>Journal of labelled compounds & radiopharmaceuticals, 1982-06, Vol.19 (6), p.769-778</ispartof><rights>Copyright © 1982 John Wiley & Sons, Ltd.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3299-1b685be037cc67b098691c0ece39e494b2da117d340e22294d5135ea3c03d693</citedby><cites>FETCH-LOGICAL-c3299-1b685be037cc67b098691c0ece39e494b2da117d340e22294d5135ea3c03d693</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fjlcr.2580190609$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fjlcr.2580190609$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids></links><search><creatorcontrib>Horvat, J.</creatorcontrib><creatorcontrib>Keglević, D.</creatorcontrib><creatorcontrib>Klaić, B.</creatorcontrib><creatorcontrib>Kveder, S.</creatorcontrib><creatorcontrib>Ladešić, B.</creatorcontrib><creatorcontrib>Ćosić, M.</creatorcontrib><creatorcontrib>Zupanc, S.</creatorcontrib><title>Synthesis of pinacolyl [14C]methylphosphonochloridate</title><title>Journal of labelled compounds & radiopharmaceuticals</title><addtitle>J Label Compd Radiopharm</addtitle><description>A three‐step synthetic route to pinacolyl [14C] methylphosphonochloridate () from [14C]methyl iodide is described Condensation of sodium di‐n‐butyl phosphite with [14C] methyl iodide gave di‐n‐butyl [14C] methylphosphonate () which was converted into [14C] methylphosphonic dichloride () by prolonged refluxing with thionyl chloride. Reaction of with pinacolyl alcohol in the presence of N,N‐di‐n‐propylaniline as the base afforded the title compound . The radiochemical yield of redistilled was 34.2% based on , and the overall radiochemical yield was 20.0% from [14C] methyl iodide.</description><subject>[14C] methylphosphonic dichloride</subject><subject>Di-n-butyl- [14C] methylphosphonate</subject><subject>methylphosphonochloridate</subject><subject>pinacolyl [14C]</subject><issn>0362-4803</issn><issn>1099-1344</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1982</creationdate><recordtype>article</recordtype><recordid>eNqFj8FKAzEQhoMoWKtnr32BrZNMkt3gSVZdlaLQFj2IhGw2Zbem3ZIs6L69LRXFk4dhDjPf__MRck5hTAHYxdLbMGYiA6pAgjogAwpKJRQ5PyQDQMkSngEek5MYlwDbG-cDImb9uqtdbOKoXYw2zdrY1vd-9Ep5_rZyXd37Td3G7axbW_s2NJXp3Ck5Whgf3dn3HpL57c08v0smT8V9fjVJLLJddykzUTrA1FqZlqAyqagFZx0qxxUvWWUoTSvk4BhjileConAGLWAlFQ7JxT7WhjbG4BZ6E5qVCb2moHfSeietf6W3xOWe-Gi86_971w-TfPqHTvZ0Ezv3-UOb8K5liqnQL4-FTotiNlXXQj_jFzUfa0o</recordid><startdate>198206</startdate><enddate>198206</enddate><creator>Horvat, J.</creator><creator>Keglević, D.</creator><creator>Klaić, B.</creator><creator>Kveder, S.</creator><creator>Ladešić, B.</creator><creator>Ćosić, M.</creator><creator>Zupanc, S.</creator><general>John Wiley & Sons, Ltd</general><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>198206</creationdate><title>Synthesis of pinacolyl [14C]methylphosphonochloridate</title><author>Horvat, J. ; Keglević, D. ; Klaić, B. ; Kveder, S. ; Ladešić, B. ; Ćosić, M. ; Zupanc, S.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3299-1b685be037cc67b098691c0ece39e494b2da117d340e22294d5135ea3c03d693</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1982</creationdate><topic>[14C] methylphosphonic dichloride</topic><topic>Di-n-butyl- [14C] methylphosphonate</topic><topic>methylphosphonochloridate</topic><topic>pinacolyl [14C]</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Horvat, J.</creatorcontrib><creatorcontrib>Keglević, D.</creatorcontrib><creatorcontrib>Klaić, B.</creatorcontrib><creatorcontrib>Kveder, S.</creatorcontrib><creatorcontrib>Ladešić, B.</creatorcontrib><creatorcontrib>Ćosić, M.</creatorcontrib><creatorcontrib>Zupanc, S.</creatorcontrib><collection>Istex</collection><collection>CrossRef</collection><jtitle>Journal of labelled compounds & radiopharmaceuticals</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Horvat, J.</au><au>Keglević, D.</au><au>Klaić, B.</au><au>Kveder, S.</au><au>Ladešić, B.</au><au>Ćosić, M.</au><au>Zupanc, S.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of pinacolyl [14C]methylphosphonochloridate</atitle><jtitle>Journal of labelled compounds & radiopharmaceuticals</jtitle><addtitle>J Label Compd Radiopharm</addtitle><date>1982-06</date><risdate>1982</risdate><volume>19</volume><issue>6</issue><spage>769</spage><epage>778</epage><pages>769-778</pages><issn>0362-4803</issn><eissn>1099-1344</eissn><abstract>A three‐step synthetic route to pinacolyl [14C] methylphosphonochloridate () from [14C]methyl iodide is described Condensation of sodium di‐n‐butyl phosphite with [14C] methyl iodide gave di‐n‐butyl [14C] methylphosphonate () which was converted into [14C] methylphosphonic dichloride () by prolonged refluxing with thionyl chloride. Reaction of with pinacolyl alcohol in the presence of N,N‐di‐n‐propylaniline as the base afforded the title compound . The radiochemical yield of redistilled was 34.2% based on , and the overall radiochemical yield was 20.0% from [14C] methyl iodide.</abstract><cop>Chichester</cop><pub>John Wiley & Sons, Ltd</pub><doi>10.1002/jlcr.2580190609</doi><tpages>10</tpages></addata></record> |
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| identifier | ISSN: 0362-4803 |
| ispartof | Journal of labelled compounds & radiopharmaceuticals, 1982-06, Vol.19 (6), p.769-778 |
| issn | 0362-4803 1099-1344 |
| language | eng |
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| source | Wiley Online Library Journals Frontfile Complete |
| subjects | [14C] methylphosphonic dichloride Di-n-butyl- [14C] methylphosphonate methylphosphonochloridate pinacolyl [14C] |
| title | Synthesis of pinacolyl [14C]methylphosphonochloridate |
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