Synthesis of 2‘β-Deoxy-[8-13C;amino,9-15N2]adenosine: Unusual Annulation Conditions To Assemble the Purine Core
Synthesis of 2‘β-Deoxy-[8-13C;amino,9-15N2]adenosine has been accomplished using a five-step process which employs a novel annulation of [13C]formamide [N-(4-[15N]amino-6-chloro-5-pyrimidinyl)] 2. To effect this dehydration, a complex of triethyl phosphite and TiCl2(i-OPr)2 was used. 6-Chloro-[8-13C...
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Veröffentlicht in: | Journal of organic chemistry 1999-06, Vol.64 (13), p.4685-4689 |
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container_title | Journal of organic chemistry |
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creator | Orji, Charles C Michalczyk, Ryszard Silks, Louis A. “Pete” |
description | Synthesis of 2‘β-Deoxy-[8-13C;amino,9-15N2]adenosine has been accomplished using a five-step process which employs a novel annulation of [13C]formamide [N-(4-[15N]amino-6-chloro-5-pyrimidinyl)] 2. To effect this dehydration, a complex of triethyl phosphite and TiCl2(i-OPr)2 was used. 6-Chloro-[8-13C; 9-15N]purine was then converted in two steps to 2‘β-deoxy-[8-13C;amino,9-15N2]adenosine. |
doi_str_mv | 10.1021/jo9824753 |
format | Article |
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To effect this dehydration, a complex of triethyl phosphite and TiCl2(i-OPr)2 was used. 6-Chloro-[8-13C; 9-15N]purine was then converted in two steps to 2‘β-deoxy-[8-13C;amino,9-15N2]adenosine.</description><identifier>ISSN: 0022-3263</identifier><identifier>EISSN: 1520-6904</identifier><identifier>DOI: 10.1021/jo9824753</identifier><language>eng</language><publisher>American Chemical Society</publisher><ispartof>Journal of organic chemistry, 1999-06, Vol.64 (13), p.4685-4689</ispartof><rights>Copyright © 1999 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a295t-9ba389e1a5b4eb551a2e1bbf30063069ce688670527730fd4f5891adc02e2d833</citedby><cites>FETCH-LOGICAL-a295t-9ba389e1a5b4eb551a2e1bbf30063069ce688670527730fd4f5891adc02e2d833</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/jo9824753$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/jo9824753$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,776,780,2752,27053,27901,27902,56713,56763</link.rule.ids></links><search><creatorcontrib>Orji, Charles C</creatorcontrib><creatorcontrib>Michalczyk, Ryszard</creatorcontrib><creatorcontrib>Silks, Louis A. “Pete”</creatorcontrib><title>Synthesis of 2‘β-Deoxy-[8-13C;amino,9-15N2]adenosine: Unusual Annulation Conditions To Assemble the Purine Core</title><title>Journal of organic chemistry</title><addtitle>J. Org. Chem</addtitle><description>Synthesis of 2‘β-Deoxy-[8-13C;amino,9-15N2]adenosine has been accomplished using a five-step process which employs a novel annulation of [13C]formamide [N-(4-[15N]amino-6-chloro-5-pyrimidinyl)] 2. To effect this dehydration, a complex of triethyl phosphite and TiCl2(i-OPr)2 was used. 6-Chloro-[8-13C; 9-15N]purine was then converted in two steps to 2‘β-deoxy-[8-13C;amino,9-15N2]adenosine.</description><issn>0022-3263</issn><issn>1520-6904</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1999</creationdate><recordtype>article</recordtype><recordid>eNptkEtOwzAQhi0EEqWw4AbesEDC4EecxLCqwlOqSqW2K4QsJ3FESmsjO5HaXbfcgHNwEA7Rk-CqqCtmM7P45hvND8ApwZcEU3I1tSKlUcLZHugQTjGKBY72QQdjShGjMTsER95PcSjOeQe0o6Vp3rSvPbQVpOvV1883utV2sUQvKSIsu1Hz2tgLgQgf0FdVamN9bfT1evUJJ6b1rZrBnjHtTDW1NTCzpqw3k4djC3ve63k-0zCcgMPWhcVAOH0MDio18_rkr3fB5P5unD2i_vPDU9brI0UFb5DIFUuFJornkc45J4pqkucVwzhmOBaFjtM0TjCnScJwVUYVTwVRZYGppmXKWBecb72Fs947XckPV8-VW0qC5SYvucsrsGjL1r7Rix2o3LuME5ZwOR6OJON0xLNBJLPAn215VfigaZ0Jn_zj_QWUAHlu</recordid><startdate>19990625</startdate><enddate>19990625</enddate><creator>Orji, Charles C</creator><creator>Michalczyk, Ryszard</creator><creator>Silks, Louis A. “Pete”</creator><general>American Chemical Society</general><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>19990625</creationdate><title>Synthesis of 2‘β-Deoxy-[8-13C;amino,9-15N2]adenosine: Unusual Annulation Conditions To Assemble the Purine Core</title><author>Orji, Charles C ; Michalczyk, Ryszard ; Silks, Louis A. “Pete”</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a295t-9ba389e1a5b4eb551a2e1bbf30063069ce688670527730fd4f5891adc02e2d833</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1999</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Orji, Charles C</creatorcontrib><creatorcontrib>Michalczyk, Ryszard</creatorcontrib><creatorcontrib>Silks, Louis A. “Pete”</creatorcontrib><collection>Istex</collection><collection>CrossRef</collection><jtitle>Journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Orji, Charles C</au><au>Michalczyk, Ryszard</au><au>Silks, Louis A. “Pete”</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of 2‘β-Deoxy-[8-13C;amino,9-15N2]adenosine: Unusual Annulation Conditions To Assemble the Purine Core</atitle><jtitle>Journal of organic chemistry</jtitle><addtitle>J. Org. Chem</addtitle><date>1999-06-25</date><risdate>1999</risdate><volume>64</volume><issue>13</issue><spage>4685</spage><epage>4689</epage><pages>4685-4689</pages><issn>0022-3263</issn><eissn>1520-6904</eissn><abstract>Synthesis of 2‘β-Deoxy-[8-13C;amino,9-15N2]adenosine has been accomplished using a five-step process which employs a novel annulation of [13C]formamide [N-(4-[15N]amino-6-chloro-5-pyrimidinyl)] 2. To effect this dehydration, a complex of triethyl phosphite and TiCl2(i-OPr)2 was used. 6-Chloro-[8-13C; 9-15N]purine was then converted in two steps to 2‘β-deoxy-[8-13C;amino,9-15N2]adenosine.</abstract><pub>American Chemical Society</pub><doi>10.1021/jo9824753</doi><tpages>5</tpages></addata></record> |
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title | Synthesis of 2‘β-Deoxy-[8-13C;amino,9-15N2]adenosine: Unusual Annulation Conditions To Assemble the Purine Core |
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