Microwave-promoted facile and efficient preparation of N-(alkoxycarbonylmethyl) nucleobases--building blocks for peptide nucleic acids
A simple, rapid, and regioselective approach for the synthesis of N-(methoxy-carbonylmethyl)- and N-(n-propoxycarbonylmethyl) nucleobases was developed. By using DMF as the solvent and in the presence of K2CO3 as the base, all the desired products were obtained in moderate yields within 8 min under...
Gespeichert in:
| Veröffentlicht in: | Molecules (Basel, Switzerland) Switzerland), 2007-03, Vol.12 (3), p.543-551 |
|---|---|
| Hauptverfasser: | , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 551 |
|---|---|
| container_issue | 3 |
| container_start_page | 543 |
| container_title | Molecules (Basel, Switzerland) |
| container_volume | 12 |
| creator | Qu, Guirong Zhang, Zhiguang Guo, Haiming Geng, Mingwei Xia, Ran |
| description | A simple, rapid, and regioselective approach for the synthesis of N-(methoxy-carbonylmethyl)- and N-(n-propoxycarbonylmethyl) nucleobases was developed. By using DMF as the solvent and in the presence of K2CO3 as the base, all the desired products were obtained in moderate yields within 8 min under microwave irradiation. |
| doi_str_mv | 10.3390/12030543 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_pubme</sourceid><recordid>TN_cdi_pubmedcentral_primary_oai_pubmedcentral_nih_gov_6149401</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>68265824</sourcerecordid><originalsourceid>FETCH-LOGICAL-c398t-7ee4729df122b06e0da43b05e5b1bb1fedfb962a376f488bec942536d6948a63</originalsourceid><addsrcrecordid>eNpdkd1qFTEUhQex2FoFn0ACgtSL0fxNZnJTkFJtoepN70N-dtq0mWRMZqrnBfrcjpxjrV7tDftj7bVYTfOK4PeMSfyBUMxwx9mT5oBwiluGuXz6aN9vntd6gzElnHTPmn3SDx3hWB4091-CLfmHvoN2KnnMMzjktQ0RkE4OgffBBkgzmgpMuug55ISyR1_bIx1v88-N1cXktIkjzNeb-A6lxUbIRleobWuWEF1IV8jEbG8r8rmgCaY5ONiCwaL1masvmj2vY4WXu3nYXH46vTw5ay--fT4_-XjRWiaHue0BeE-l84RSgwVgpzkzuIPOEGOIB-eNFFSzXng-DAas5LRjwgnJBy3YYXO8lZ0WM4Kza7Cio5pKGHXZqKyD-veSwrW6yndKEC45JqvA251Ayd8XqLMaQ7UQo06Ql6rEQEU3UL6Cb_4Db_JS0ppNkY4RQnsx9Ct1tKXWDmot4B-sEKx-N6v-NLuirx9b_wvuqmS_AD7joP4</addsrcrecordid><sourcetype>Open Access Repository</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1531127687</pqid></control><display><type>article</type><title>Microwave-promoted facile and efficient preparation of N-(alkoxycarbonylmethyl) nucleobases--building blocks for peptide nucleic acids</title><source>MDPI - Multidisciplinary Digital Publishing Institute</source><source>MEDLINE</source><source>DOAJ Directory of Open Access Journals</source><source>Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals</source><source>PubMed Central</source><source>Free Full-Text Journals in Chemistry</source><creator>Qu, Guirong ; Zhang, Zhiguang ; Guo, Haiming ; Geng, Mingwei ; Xia, Ran</creator><creatorcontrib>Qu, Guirong ; Zhang, Zhiguang ; Guo, Haiming ; Geng, Mingwei ; Xia, Ran</creatorcontrib><description>A simple, rapid, and regioselective approach for the synthesis of N-(methoxy-carbonylmethyl)- and N-(n-propoxycarbonylmethyl) nucleobases was developed. By using DMF as the solvent and in the presence of K2CO3 as the base, all the desired products were obtained in moderate yields within 8 min under microwave irradiation.</description><identifier>ISSN: 1420-3049</identifier><identifier>EISSN: 1420-3049</identifier><identifier>DOI: 10.3390/12030543</identifier><identifier>PMID: 17851409</identifier><language>eng</language><publisher>Switzerland: MDPI AG</publisher><subject>Acids ; Alkylation ; Cytosine - analogs & derivatives ; Cytosine - chemical synthesis ; Cytosine - chemistry ; Dimethylformamide ; Microwaves ; Peptide Nucleic Acids - chemistry ; Peptides ; Purines - chemical synthesis ; Purines - chemistry ; Thymine - analogs & derivatives ; Thymine - chemical synthesis ; Thymine - chemistry ; Time Factors ; Uracil - analogs & derivatives ; Uracil - chemistry</subject><ispartof>Molecules (Basel, Switzerland), 2007-03, Vol.12 (3), p.543-551</ispartof><rights>Copyright MDPI AG 2007</rights><rights>2007 by MDPI (http://www.mdpi.org). 2007</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c398t-7ee4729df122b06e0da43b05e5b1bb1fedfb962a376f488bec942536d6948a63</citedby><cites>FETCH-LOGICAL-c398t-7ee4729df122b06e0da43b05e5b1bb1fedfb962a376f488bec942536d6948a63</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC6149401/pdf/$$EPDF$$P50$$Gpubmedcentral$$H</linktopdf><linktohtml>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC6149401/$$EHTML$$P50$$Gpubmedcentral$$H</linktohtml><link.rule.ids>230,314,723,776,780,860,881,27901,27902,53766,53768</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/17851409$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Qu, Guirong</creatorcontrib><creatorcontrib>Zhang, Zhiguang</creatorcontrib><creatorcontrib>Guo, Haiming</creatorcontrib><creatorcontrib>Geng, Mingwei</creatorcontrib><creatorcontrib>Xia, Ran</creatorcontrib><title>Microwave-promoted facile and efficient preparation of N-(alkoxycarbonylmethyl) nucleobases--building blocks for peptide nucleic acids</title><title>Molecules (Basel, Switzerland)</title><addtitle>Molecules</addtitle><description>A simple, rapid, and regioselective approach for the synthesis of N-(methoxy-carbonylmethyl)- and N-(n-propoxycarbonylmethyl) nucleobases was developed. By using DMF as the solvent and in the presence of K2CO3 as the base, all the desired products were obtained in moderate yields within 8 min under microwave irradiation.</description><subject>Acids</subject><subject>Alkylation</subject><subject>Cytosine - analogs & derivatives</subject><subject>Cytosine - chemical synthesis</subject><subject>Cytosine - chemistry</subject><subject>Dimethylformamide</subject><subject>Microwaves</subject><subject>Peptide Nucleic Acids - chemistry</subject><subject>Peptides</subject><subject>Purines - chemical synthesis</subject><subject>Purines - chemistry</subject><subject>Thymine - analogs & derivatives</subject><subject>Thymine - chemical synthesis</subject><subject>Thymine - chemistry</subject><subject>Time Factors</subject><subject>Uracil - analogs & derivatives</subject><subject>Uracil - chemistry</subject><issn>1420-3049</issn><issn>1420-3049</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2007</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><sourceid>BENPR</sourceid><recordid>eNpdkd1qFTEUhQex2FoFn0ACgtSL0fxNZnJTkFJtoepN70N-dtq0mWRMZqrnBfrcjpxjrV7tDftj7bVYTfOK4PeMSfyBUMxwx9mT5oBwiluGuXz6aN9vntd6gzElnHTPmn3SDx3hWB4091-CLfmHvoN2KnnMMzjktQ0RkE4OgffBBkgzmgpMuug55ISyR1_bIx1v88-N1cXktIkjzNeb-A6lxUbIRleobWuWEF1IV8jEbG8r8rmgCaY5ONiCwaL1masvmj2vY4WXu3nYXH46vTw5ay--fT4_-XjRWiaHue0BeE-l84RSgwVgpzkzuIPOEGOIB-eNFFSzXng-DAas5LRjwgnJBy3YYXO8lZ0WM4Kza7Cio5pKGHXZqKyD-veSwrW6yndKEC45JqvA251Ayd8XqLMaQ7UQo06Ql6rEQEU3UL6Cb_4Db_JS0ppNkY4RQnsx9Ct1tKXWDmot4B-sEKx-N6v-NLuirx9b_wvuqmS_AD7joP4</recordid><startdate>20070319</startdate><enddate>20070319</enddate><creator>Qu, Guirong</creator><creator>Zhang, Zhiguang</creator><creator>Guo, Haiming</creator><creator>Geng, Mingwei</creator><creator>Xia, Ran</creator><general>MDPI AG</general><general>MDPI</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>3V.</scope><scope>7X7</scope><scope>7XB</scope><scope>88E</scope><scope>8FI</scope><scope>8FJ</scope><scope>8FK</scope><scope>ABUWG</scope><scope>AFKRA</scope><scope>AZQEC</scope><scope>BENPR</scope><scope>CCPQU</scope><scope>DWQXO</scope><scope>FYUFA</scope><scope>GHDGH</scope><scope>K9.</scope><scope>M0S</scope><scope>M1P</scope><scope>PIMPY</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>PRINS</scope><scope>7X8</scope><scope>5PM</scope></search><sort><creationdate>20070319</creationdate><title>Microwave-promoted facile and efficient preparation of N-(alkoxycarbonylmethyl) nucleobases--building blocks for peptide nucleic acids</title><author>Qu, Guirong ; Zhang, Zhiguang ; Guo, Haiming ; Geng, Mingwei ; Xia, Ran</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c398t-7ee4729df122b06e0da43b05e5b1bb1fedfb962a376f488bec942536d6948a63</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2007</creationdate><topic>Acids</topic><topic>Alkylation</topic><topic>Cytosine - analogs & derivatives</topic><topic>Cytosine - chemical synthesis</topic><topic>Cytosine - chemistry</topic><topic>Dimethylformamide</topic><topic>Microwaves</topic><topic>Peptide Nucleic Acids - chemistry</topic><topic>Peptides</topic><topic>Purines - chemical synthesis</topic><topic>Purines - chemistry</topic><topic>Thymine - analogs & derivatives</topic><topic>Thymine - chemical synthesis</topic><topic>Thymine - chemistry</topic><topic>Time Factors</topic><topic>Uracil - analogs & derivatives</topic><topic>Uracil - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Qu, Guirong</creatorcontrib><creatorcontrib>Zhang, Zhiguang</creatorcontrib><creatorcontrib>Guo, Haiming</creatorcontrib><creatorcontrib>Geng, Mingwei</creatorcontrib><creatorcontrib>Xia, Ran</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>ProQuest Central (Corporate)</collection><collection>Health & Medical Collection</collection><collection>ProQuest Central (purchase pre-March 2016)</collection><collection>Medical Database (Alumni Edition)</collection><collection>Hospital Premium Collection</collection><collection>Hospital Premium Collection (Alumni Edition)</collection><collection>ProQuest Central (Alumni) (purchase pre-March 2016)</collection><collection>ProQuest Central (Alumni Edition)</collection><collection>ProQuest Central UK/Ireland</collection><collection>ProQuest Central Essentials</collection><collection>ProQuest Central</collection><collection>ProQuest One Community College</collection><collection>ProQuest Central Korea</collection><collection>Health Research Premium Collection</collection><collection>Health Research Premium Collection (Alumni)</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>Health & Medical Collection (Alumni Edition)</collection><collection>Medical Database</collection><collection>Publicly Available Content Database</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>ProQuest Central China</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>Molecules (Basel, Switzerland)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Qu, Guirong</au><au>Zhang, Zhiguang</au><au>Guo, Haiming</au><au>Geng, Mingwei</au><au>Xia, Ran</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Microwave-promoted facile and efficient preparation of N-(alkoxycarbonylmethyl) nucleobases--building blocks for peptide nucleic acids</atitle><jtitle>Molecules (Basel, Switzerland)</jtitle><addtitle>Molecules</addtitle><date>2007-03-19</date><risdate>2007</risdate><volume>12</volume><issue>3</issue><spage>543</spage><epage>551</epage><pages>543-551</pages><issn>1420-3049</issn><eissn>1420-3049</eissn><abstract>A simple, rapid, and regioselective approach for the synthesis of N-(methoxy-carbonylmethyl)- and N-(n-propoxycarbonylmethyl) nucleobases was developed. By using DMF as the solvent and in the presence of K2CO3 as the base, all the desired products were obtained in moderate yields within 8 min under microwave irradiation.</abstract><cop>Switzerland</cop><pub>MDPI AG</pub><pmid>17851409</pmid><doi>10.3390/12030543</doi><tpages>9</tpages><oa>free_for_read</oa></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1420-3049 |
| ispartof | Molecules (Basel, Switzerland), 2007-03, Vol.12 (3), p.543-551 |
| issn | 1420-3049 1420-3049 |
| language | eng |
| recordid | cdi_pubmedcentral_primary_oai_pubmedcentral_nih_gov_6149401 |
| source | MDPI - Multidisciplinary Digital Publishing Institute; MEDLINE; DOAJ Directory of Open Access Journals; Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals; PubMed Central; Free Full-Text Journals in Chemistry |
| subjects | Acids Alkylation Cytosine - analogs & derivatives Cytosine - chemical synthesis Cytosine - chemistry Dimethylformamide Microwaves Peptide Nucleic Acids - chemistry Peptides Purines - chemical synthesis Purines - chemistry Thymine - analogs & derivatives Thymine - chemical synthesis Thymine - chemistry Time Factors Uracil - analogs & derivatives Uracil - chemistry |
| title | Microwave-promoted facile and efficient preparation of N-(alkoxycarbonylmethyl) nucleobases--building blocks for peptide nucleic acids |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-09T17%3A58%3A54IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_pubme&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Microwave-promoted%20facile%20and%20efficient%20preparation%20of%20N-(alkoxycarbonylmethyl)%20nucleobases--building%20blocks%20for%20peptide%20nucleic%20acids&rft.jtitle=Molecules%20(Basel,%20Switzerland)&rft.au=Qu,%20Guirong&rft.date=2007-03-19&rft.volume=12&rft.issue=3&rft.spage=543&rft.epage=551&rft.pages=543-551&rft.issn=1420-3049&rft.eissn=1420-3049&rft_id=info:doi/10.3390/12030543&rft_dat=%3Cproquest_pubme%3E68265824%3C/proquest_pubme%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=1531127687&rft_id=info:pmid/17851409&rfr_iscdi=true |