Efficient Lipase-catalyzed Enantioselective Acylation under Reduced Pressure Conditions in an Ionic Liquid Solvent System

Lipase-catalyzed transesterification was demonstrated using methyl esters as acyl donors under reduced pressure in an ionic liquid ([bmim]PF6) solvent system. The transesterification of 5-phenyl-1-penten-3-ol took place smoothly under reduced pressure at 27 hPa at 40 °C when methyl phenylthioacetate...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Chemistry letters 2002-02, Vol.31 (2), p.154-155
Hauptverfasser: Itoh, Toshiyuki, Akasaki, Eri, Nishimura, Yoshihito
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 155
container_issue 2
container_start_page 154
container_title Chemistry letters
container_volume 31
creator Itoh, Toshiyuki
Akasaki, Eri
Nishimura, Yoshihito
description Lipase-catalyzed transesterification was demonstrated using methyl esters as acyl donors under reduced pressure in an ionic liquid ([bmim]PF6) solvent system. The transesterification of 5-phenyl-1-penten-3-ol took place smoothly under reduced pressure at 27 hPa at 40 °C when methyl phenylthioacetate was used as acyl donor in [bmim]PF6, and we succeeded in obtaining the corresponding acylated compound in optically pure form; this makes it possible to use lipase repeatedly because there was no drop in the reaction rate despite three repetitions of the process.
doi_str_mv 10.1246/cl.2002.154
format Article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_journals_1460945888</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>3135286001</sourcerecordid><originalsourceid>FETCH-LOGICAL-c418t-366944916771aa6c597f1772a88f975536dd129a403552429aa10b26371312ae3</originalsourceid><addsrcrecordid>eNptkMFKAzEQhoMoWKsnXyDgUbYm2ewmeyylaqGgWD0vMTuLKdtkm2QL69ObUg8ePM0wfPPN8CN0S8mMMl4-6G7GCGEzWvAzNKE5lxkRtDhHE5KXZSYIY5foKoQtIURWOZugcdm2RhuwEa9NrwJkWkXVjd_Q4KVVNhoXoAMdzQHwXI-dShOLB9uAx2_QDDqBrx5CGDzghbONOQIBG4uVxStnjU7m_WAavHHd4XhoM4YIu2t00aouwM1vnaKPx-X74jlbvzytFvN1pjmVMUt_V5xXtBSCKlXqohItFYIpKdtKFEVeNg1lleIkLwrGU6co-WRlLmhOmYJ8iu5O3t67_QAh1ls3eJtO1pSXpOKFlDJR9ydKexeCh7buvdkpP9aU1Mdsa93Vx2zrlG2i5S_9BTujk8ulDOO4Vb2yf_z_rP4AUXd_ag</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1460945888</pqid></control><display><type>article</type><title>Efficient Lipase-catalyzed Enantioselective Acylation under Reduced Pressure Conditions in an Ionic Liquid Solvent System</title><source>Oxford University Press Journals All Titles (1996-Current)</source><creator>Itoh, Toshiyuki ; Akasaki, Eri ; Nishimura, Yoshihito</creator><creatorcontrib>Itoh, Toshiyuki ; Akasaki, Eri ; Nishimura, Yoshihito</creatorcontrib><description>Lipase-catalyzed transesterification was demonstrated using methyl esters as acyl donors under reduced pressure in an ionic liquid ([bmim]PF6) solvent system. The transesterification of 5-phenyl-1-penten-3-ol took place smoothly under reduced pressure at 27 hPa at 40 °C when methyl phenylthioacetate was used as acyl donor in [bmim]PF6, and we succeeded in obtaining the corresponding acylated compound in optically pure form; this makes it possible to use lipase repeatedly because there was no drop in the reaction rate despite three repetitions of the process.</description><identifier>ISSN: 0366-7022</identifier><identifier>EISSN: 1348-0715</identifier><identifier>DOI: 10.1246/cl.2002.154</identifier><language>eng</language><publisher>Tokyo: The Chemical Society of Japan</publisher><ispartof>Chemistry letters, 2002-02, Vol.31 (2), p.154-155</ispartof><rights>The Chemical Society of Japan</rights><rights>Copyright Japan Science and Technology Agency 2002</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c418t-366944916771aa6c597f1772a88f975536dd129a403552429aa10b26371312ae3</citedby><cites>FETCH-LOGICAL-c418t-366944916771aa6c597f1772a88f975536dd129a403552429aa10b26371312ae3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,777,781,27905,27906</link.rule.ids></links><search><creatorcontrib>Itoh, Toshiyuki</creatorcontrib><creatorcontrib>Akasaki, Eri</creatorcontrib><creatorcontrib>Nishimura, Yoshihito</creatorcontrib><title>Efficient Lipase-catalyzed Enantioselective Acylation under Reduced Pressure Conditions in an Ionic Liquid Solvent System</title><title>Chemistry letters</title><addtitle>Chemistry Letters</addtitle><description>Lipase-catalyzed transesterification was demonstrated using methyl esters as acyl donors under reduced pressure in an ionic liquid ([bmim]PF6) solvent system. The transesterification of 5-phenyl-1-penten-3-ol took place smoothly under reduced pressure at 27 hPa at 40 °C when methyl phenylthioacetate was used as acyl donor in [bmim]PF6, and we succeeded in obtaining the corresponding acylated compound in optically pure form; this makes it possible to use lipase repeatedly because there was no drop in the reaction rate despite three repetitions of the process.</description><issn>0366-7022</issn><issn>1348-0715</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2002</creationdate><recordtype>article</recordtype><recordid>eNptkMFKAzEQhoMoWKsnXyDgUbYm2ewmeyylaqGgWD0vMTuLKdtkm2QL69ObUg8ePM0wfPPN8CN0S8mMMl4-6G7GCGEzWvAzNKE5lxkRtDhHE5KXZSYIY5foKoQtIURWOZugcdm2RhuwEa9NrwJkWkXVjd_Q4KVVNhoXoAMdzQHwXI-dShOLB9uAx2_QDDqBrx5CGDzghbONOQIBG4uVxStnjU7m_WAavHHd4XhoM4YIu2t00aouwM1vnaKPx-X74jlbvzytFvN1pjmVMUt_V5xXtBSCKlXqohItFYIpKdtKFEVeNg1lleIkLwrGU6co-WRlLmhOmYJ8iu5O3t67_QAh1ls3eJtO1pSXpOKFlDJR9ydKexeCh7buvdkpP9aU1Mdsa93Vx2zrlG2i5S_9BTujk8ulDOO4Vb2yf_z_rP4AUXd_ag</recordid><startdate>20020201</startdate><enddate>20020201</enddate><creator>Itoh, Toshiyuki</creator><creator>Akasaki, Eri</creator><creator>Nishimura, Yoshihito</creator><general>The Chemical Society of Japan</general><general>Chemical Society of Japan</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>20020201</creationdate><title>Efficient Lipase-catalyzed Enantioselective Acylation under Reduced Pressure Conditions in an Ionic Liquid Solvent System</title><author>Itoh, Toshiyuki ; Akasaki, Eri ; Nishimura, Yoshihito</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c418t-366944916771aa6c597f1772a88f975536dd129a403552429aa10b26371312ae3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2002</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Itoh, Toshiyuki</creatorcontrib><creatorcontrib>Akasaki, Eri</creatorcontrib><creatorcontrib>Nishimura, Yoshihito</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>Chemistry letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Itoh, Toshiyuki</au><au>Akasaki, Eri</au><au>Nishimura, Yoshihito</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Efficient Lipase-catalyzed Enantioselective Acylation under Reduced Pressure Conditions in an Ionic Liquid Solvent System</atitle><jtitle>Chemistry letters</jtitle><addtitle>Chemistry Letters</addtitle><date>2002-02-01</date><risdate>2002</risdate><volume>31</volume><issue>2</issue><spage>154</spage><epage>155</epage><pages>154-155</pages><issn>0366-7022</issn><eissn>1348-0715</eissn><abstract>Lipase-catalyzed transesterification was demonstrated using methyl esters as acyl donors under reduced pressure in an ionic liquid ([bmim]PF6) solvent system. The transesterification of 5-phenyl-1-penten-3-ol took place smoothly under reduced pressure at 27 hPa at 40 °C when methyl phenylthioacetate was used as acyl donor in [bmim]PF6, and we succeeded in obtaining the corresponding acylated compound in optically pure form; this makes it possible to use lipase repeatedly because there was no drop in the reaction rate despite three repetitions of the process.</abstract><cop>Tokyo</cop><pub>The Chemical Society of Japan</pub><doi>10.1246/cl.2002.154</doi><tpages>2</tpages></addata></record>
fulltext fulltext
identifier ISSN: 0366-7022
ispartof Chemistry letters, 2002-02, Vol.31 (2), p.154-155
issn 0366-7022
1348-0715
language eng
recordid cdi_proquest_journals_1460945888
source Oxford University Press Journals All Titles (1996-Current)
title Efficient Lipase-catalyzed Enantioselective Acylation under Reduced Pressure Conditions in an Ionic Liquid Solvent System
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-18T10%3A05%3A41IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Efficient%20Lipase-catalyzed%20Enantioselective%20Acylation%20under%20Reduced%20Pressure%20Conditions%20in%20an%20Ionic%20Liquid%20Solvent%20System&rft.jtitle=Chemistry%20letters&rft.au=Itoh,%20Toshiyuki&rft.date=2002-02-01&rft.volume=31&rft.issue=2&rft.spage=154&rft.epage=155&rft.pages=154-155&rft.issn=0366-7022&rft.eissn=1348-0715&rft_id=info:doi/10.1246/cl.2002.154&rft_dat=%3Cproquest_cross%3E3135286001%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=1460945888&rft_id=info:pmid/&rfr_iscdi=true