Preparation of deuteriated succinic acids
Succinic [2,3‐2H2]‐ and [2,2,3,3‐2H4]‐acids were prepared from maleic anhydride and dimethyl fumarate, and acetylene dicarboxylic acid and its dimethyl ester by treatment with CuAl and Ni‐Al alloys in 10% NaOD‐D2O in 95% to 100% isotopic purity. The succinic 2H4 acid having high isotopic purity was...
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| Veröffentlicht in: | Journal of labelled compounds & radiopharmaceuticals 1991-04, Vol.29 (4), p.405-414 |
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| container_title | Journal of labelled compounds & radiopharmaceuticals |
| container_volume | 29 |
| creator | Tashiro, Masashi Tsuzuki, Hirohisa Isobe, Shin-Ichiro Goto, Hideyuki Ogasahara, Shoji Mataka, Shuntaro Yonemitsu, Tadashi |
| description | Succinic [2,3‐2H2]‐ and [2,2,3,3‐2H4]‐acids were prepared from maleic anhydride and dimethyl fumarate, and acetylene dicarboxylic acid and its dimethyl ester by treatment with CuAl and Ni‐Al alloys in 10% NaOD‐D2O in 95% to 100% isotopic purity. The succinic 2H4 acid having high isotopic purity was also obtained on the hydrolysis of 1,2‐ethanedinitrile with alkaline deuterium oxide. Based on the 1H{2H} spectra analysis of N‐(o‐biphenyl)[2,3‐2H2]succinimide, it was elucidated that the Raney alloy reduction with alkaline deuterium oxide proceeds stepwise. |
| doi_str_mv | 10.1002/jlcr.2580290406 |
| format | Article |
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The succinic 2H4 acid having high isotopic purity was also obtained on the hydrolysis of 1,2‐ethanedinitrile with alkaline deuterium oxide. Based on the 1H{2H} spectra analysis of N‐(o‐biphenyl)[2,3‐2H2]succinimide, it was elucidated that the Raney alloy reduction with alkaline deuterium oxide proceeds stepwise.</description><identifier>ISSN: 0362-4803</identifier><identifier>EISSN: 1099-1344</identifier><identifier>DOI: 10.1002/jlcr.2580290406</identifier><language>eng</language><publisher>Chichester: John Wiley & Sons, Ltd</publisher><subject>Deuteriated Succinic Acid ; Deuterium Labeling ; NaOD-D2O ; Raney Alloy ; Synthesis</subject><ispartof>Journal of labelled compounds & radiopharmaceuticals, 1991-04, Vol.29 (4), p.405-414</ispartof><rights>Copyright © 1991 John Wiley & Sons, Ltd.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3296-7d1badb08630347b2f3143c6e4e3a34258b85a2274975d5f6f8cce291929e2203</citedby><cites>FETCH-LOGICAL-c3296-7d1badb08630347b2f3143c6e4e3a34258b85a2274975d5f6f8cce291929e2203</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.2580290406$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fjlcr.2580290406$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids></links><search><creatorcontrib>Tashiro, Masashi</creatorcontrib><creatorcontrib>Tsuzuki, Hirohisa</creatorcontrib><creatorcontrib>Isobe, Shin-Ichiro</creatorcontrib><creatorcontrib>Goto, Hideyuki</creatorcontrib><creatorcontrib>Ogasahara, Shoji</creatorcontrib><creatorcontrib>Mataka, Shuntaro</creatorcontrib><creatorcontrib>Yonemitsu, Tadashi</creatorcontrib><title>Preparation of deuteriated succinic acids</title><title>Journal of labelled compounds & radiopharmaceuticals</title><addtitle>J Label Compd Radiopharm</addtitle><description>Succinic [2,3‐2H2]‐ and [2,2,3,3‐2H4]‐acids were prepared from maleic anhydride and dimethyl fumarate, and acetylene dicarboxylic acid and its dimethyl ester by treatment with CuAl and Ni‐Al alloys in 10% NaOD‐D2O in 95% to 100% isotopic purity. The succinic 2H4 acid having high isotopic purity was also obtained on the hydrolysis of 1,2‐ethanedinitrile with alkaline deuterium oxide. Based on the 1H{2H} spectra analysis of N‐(o‐biphenyl)[2,3‐2H2]succinimide, it was elucidated that the Raney alloy reduction with alkaline deuterium oxide proceeds stepwise.</description><subject>Deuteriated Succinic Acid</subject><subject>Deuterium Labeling</subject><subject>NaOD-D2O</subject><subject>Raney Alloy</subject><subject>Synthesis</subject><issn>0362-4803</issn><issn>1099-1344</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1991</creationdate><recordtype>article</recordtype><recordid>eNqFj8FLwzAUxoMoWKdnr7166PaSl6YNnmToVOqUUdFbSNMUMus2kg7df29HRfHk6R2-9_v4foScUxhTADZZtsaPWZoDk8BBHJCIgpQJRc4PSQQoWMJzwGNyEsISoM84j8jFk7cb7XXn1qt43cS13XbWO93ZOg5bY9zKmVgbV4dTctToNtiz7zsizzfX5fQ2KR5nd9OrIjHIpEiymla6riAXCMizijVIORphuUWNvB9Y5almLOMyS-u0EU1ujGWSSiYtY4AjMhl6jV-H4G2jNt69a79TFNTeVO1N1a9pT1wOxIdr7e6_d3VfTBd_6GSgXejs5w-t_ZsSGWapepnPlFiUD7P561yV-AXO42aE</recordid><startdate>199104</startdate><enddate>199104</enddate><creator>Tashiro, Masashi</creator><creator>Tsuzuki, Hirohisa</creator><creator>Isobe, Shin-Ichiro</creator><creator>Goto, Hideyuki</creator><creator>Ogasahara, Shoji</creator><creator>Mataka, Shuntaro</creator><creator>Yonemitsu, Tadashi</creator><general>John Wiley & Sons, Ltd</general><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>199104</creationdate><title>Preparation of deuteriated succinic acids</title><author>Tashiro, Masashi ; Tsuzuki, Hirohisa ; Isobe, Shin-Ichiro ; Goto, Hideyuki ; Ogasahara, Shoji ; Mataka, Shuntaro ; Yonemitsu, Tadashi</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3296-7d1badb08630347b2f3143c6e4e3a34258b85a2274975d5f6f8cce291929e2203</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1991</creationdate><topic>Deuteriated Succinic Acid</topic><topic>Deuterium Labeling</topic><topic>NaOD-D2O</topic><topic>Raney Alloy</topic><topic>Synthesis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Tashiro, Masashi</creatorcontrib><creatorcontrib>Tsuzuki, Hirohisa</creatorcontrib><creatorcontrib>Isobe, Shin-Ichiro</creatorcontrib><creatorcontrib>Goto, Hideyuki</creatorcontrib><creatorcontrib>Ogasahara, Shoji</creatorcontrib><creatorcontrib>Mataka, Shuntaro</creatorcontrib><creatorcontrib>Yonemitsu, Tadashi</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>Tashiro, Masashi</au><au>Tsuzuki, Hirohisa</au><au>Isobe, Shin-Ichiro</au><au>Goto, Hideyuki</au><au>Ogasahara, Shoji</au><au>Mataka, Shuntaro</au><au>Yonemitsu, Tadashi</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Preparation of deuteriated succinic acids</atitle><jtitle>Journal of labelled compounds & radiopharmaceuticals</jtitle><addtitle>J Label Compd Radiopharm</addtitle><date>1991-04</date><risdate>1991</risdate><volume>29</volume><issue>4</issue><spage>405</spage><epage>414</epage><pages>405-414</pages><issn>0362-4803</issn><eissn>1099-1344</eissn><abstract>Succinic [2,3‐2H2]‐ and [2,2,3,3‐2H4]‐acids were prepared from maleic anhydride and dimethyl fumarate, and acetylene dicarboxylic acid and its dimethyl ester by treatment with CuAl and Ni‐Al alloys in 10% NaOD‐D2O in 95% to 100% isotopic purity. The succinic 2H4 acid having high isotopic purity was also obtained on the hydrolysis of 1,2‐ethanedinitrile with alkaline deuterium oxide. Based on the 1H{2H} spectra analysis of N‐(o‐biphenyl)[2,3‐2H2]succinimide, it was elucidated that the Raney alloy reduction with alkaline deuterium oxide proceeds stepwise.</abstract><cop>Chichester</cop><pub>John Wiley & Sons, Ltd</pub><doi>10.1002/jlcr.2580290406</doi><tpages>10</tpages></addata></record> |
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| identifier | ISSN: 0362-4803 |
| ispartof | Journal of labelled compounds & radiopharmaceuticals, 1991-04, Vol.29 (4), p.405-414 |
| issn | 0362-4803 1099-1344 |
| language | eng |
| recordid | cdi_crossref_primary_10_1002_jlcr_2580290406 |
| source | Wiley Online Library Journals Frontfile Complete |
| subjects | Deuteriated Succinic Acid Deuterium Labeling NaOD-D2O Raney Alloy Synthesis |
| title | Preparation of deuteriated succinic acids |
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