Synthesis of 6-Exomethylenepenams as $\beta-Lactamase$ Inhibitors
The 6,6-dibromopenam (6) was treated with CH3MgBr and carbaldehyde 5 to afford the hydroxy compound 7, which was reacted with acetic anhydride to give acetoxy compound 8. The deacetobromination of 8 with zinc and acetic acid gave 6-exomethylenepenams, E-isomer 10 and Z-isomer 9, which was oxidized t...
Gespeichert in:
| Veröffentlicht in: | Archives of pharmacal research 1999, Vol.22 (1), p.68-71 |
|---|---|
| Hauptverfasser: | , , |
| Format: | Artikel |
| Sprache: | kor |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 71 |
|---|---|
| container_issue | 1 |
| container_start_page | 68 |
| container_title | Archives of pharmacal research |
| container_volume | 22 |
| creator | Im, Cha-Euk Oh, Jung-Suk Yim, Chul-Bu |
| description | The 6,6-dibromopenam (6) was treated with CH3MgBr and carbaldehyde 5 to afford the hydroxy compound 7, which was reacted with acetic anhydride to give acetoxy compound 8. The deacetobromination of 8 with zinc and acetic acid gave 6-exomethylenepenams, E-isomer 10 and Z-isomer 9, which was oxidized to sulfone 11 by m-CPBA. The p-methoxybenzyl compounds were deprotected by AlCl3 and neutralized to give the sodium salts 12, 13, and 14. |
| format | Article |
| fullrecord | <record><control><sourceid>kisti</sourceid><recordid>TN_cdi_kisti_ndsl_JAKO199911919475863</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>JAKO199911919475863</sourcerecordid><originalsourceid>FETCH-kisti_ndsl_JAKO1999119194758633</originalsourceid><addsrcrecordid>eNqNyrsKwjAUANAgChbtP2SoY6BpTNI7Fqn4AgcdhZJqSoNtKt4M9u9d_ACns5wJiThoxYTO1ZREaSYFU5mCOYkRXZ1KIbTKQUakuIw-tBYd0qGhipWfobehHTvr7ct60yM1SJNbbYNhJ3MPpjdoE7r3ratdGN64JLPGdGjjnwuy2pbXzY49HQZX-Qd21aE4njkAcA4c1lrmSoh_3xd8hTmW</addsrcrecordid><sourcetype>Open Access Repository</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Synthesis of 6-Exomethylenepenams as $\beta-Lactamase$ Inhibitors</title><source>SpringerLink Journals - AutoHoldings</source><creator>Im, Cha-Euk ; Oh, Jung-Suk ; Yim, Chul-Bu</creator><creatorcontrib>Im, Cha-Euk ; Oh, Jung-Suk ; Yim, Chul-Bu</creatorcontrib><description>The 6,6-dibromopenam (6) was treated with CH3MgBr and carbaldehyde 5 to afford the hydroxy compound 7, which was reacted with acetic anhydride to give acetoxy compound 8. The deacetobromination of 8 with zinc and acetic acid gave 6-exomethylenepenams, E-isomer 10 and Z-isomer 9, which was oxidized to sulfone 11 by m-CPBA. The p-methoxybenzyl compounds were deprotected by AlCl3 and neutralized to give the sodium salts 12, 13, and 14.</description><identifier>ISSN: 0253-6269</identifier><identifier>EISSN: 1976-3786</identifier><language>kor</language><ispartof>Archives of pharmacal research, 1999, Vol.22 (1), p.68-71</ispartof><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>230,314,777,781,882,4010</link.rule.ids></links><search><creatorcontrib>Im, Cha-Euk</creatorcontrib><creatorcontrib>Oh, Jung-Suk</creatorcontrib><creatorcontrib>Yim, Chul-Bu</creatorcontrib><title>Synthesis of 6-Exomethylenepenams as $\beta-Lactamase$ Inhibitors</title><title>Archives of pharmacal research</title><addtitle>Archives of pharmacal research : a publication of the Pharmaceutical Society of Korea</addtitle><description>The 6,6-dibromopenam (6) was treated with CH3MgBr and carbaldehyde 5 to afford the hydroxy compound 7, which was reacted with acetic anhydride to give acetoxy compound 8. The deacetobromination of 8 with zinc and acetic acid gave 6-exomethylenepenams, E-isomer 10 and Z-isomer 9, which was oxidized to sulfone 11 by m-CPBA. The p-methoxybenzyl compounds were deprotected by AlCl3 and neutralized to give the sodium salts 12, 13, and 14.</description><issn>0253-6269</issn><issn>1976-3786</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1999</creationdate><recordtype>article</recordtype><sourceid>JDI</sourceid><recordid>eNqNyrsKwjAUANAgChbtP2SoY6BpTNI7Fqn4AgcdhZJqSoNtKt4M9u9d_ACns5wJiThoxYTO1ZREaSYFU5mCOYkRXZ1KIbTKQUakuIw-tBYd0qGhipWfobehHTvr7ct60yM1SJNbbYNhJ3MPpjdoE7r3ratdGN64JLPGdGjjnwuy2pbXzY49HQZX-Qd21aE4njkAcA4c1lrmSoh_3xd8hTmW</recordid><startdate>1999</startdate><enddate>1999</enddate><creator>Im, Cha-Euk</creator><creator>Oh, Jung-Suk</creator><creator>Yim, Chul-Bu</creator><scope>JDI</scope></search><sort><creationdate>1999</creationdate><title>Synthesis of 6-Exomethylenepenams as $\beta-Lactamase$ Inhibitors</title><author>Im, Cha-Euk ; Oh, Jung-Suk ; Yim, Chul-Bu</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-kisti_ndsl_JAKO1999119194758633</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>kor</language><creationdate>1999</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Im, Cha-Euk</creatorcontrib><creatorcontrib>Oh, Jung-Suk</creatorcontrib><creatorcontrib>Yim, Chul-Bu</creatorcontrib><collection>KoreaScience</collection><jtitle>Archives of pharmacal research</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Im, Cha-Euk</au><au>Oh, Jung-Suk</au><au>Yim, Chul-Bu</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of 6-Exomethylenepenams as $\beta-Lactamase$ Inhibitors</atitle><jtitle>Archives of pharmacal research</jtitle><addtitle>Archives of pharmacal research : a publication of the Pharmaceutical Society of Korea</addtitle><date>1999</date><risdate>1999</risdate><volume>22</volume><issue>1</issue><spage>68</spage><epage>71</epage><pages>68-71</pages><issn>0253-6269</issn><eissn>1976-3786</eissn><abstract>The 6,6-dibromopenam (6) was treated with CH3MgBr and carbaldehyde 5 to afford the hydroxy compound 7, which was reacted with acetic anhydride to give acetoxy compound 8. The deacetobromination of 8 with zinc and acetic acid gave 6-exomethylenepenams, E-isomer 10 and Z-isomer 9, which was oxidized to sulfone 11 by m-CPBA. The p-methoxybenzyl compounds were deprotected by AlCl3 and neutralized to give the sodium salts 12, 13, and 14.</abstract><oa>free_for_read</oa></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0253-6269 |
| ispartof | Archives of pharmacal research, 1999, Vol.22 (1), p.68-71 |
| issn | 0253-6269 1976-3786 |
| language | kor |
| recordid | cdi_kisti_ndsl_JAKO199911919475863 |
| source | SpringerLink Journals - AutoHoldings |
| title | Synthesis of 6-Exomethylenepenams as $\beta-Lactamase$ Inhibitors |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-17T15%3A31%3A01IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-kisti&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Synthesis%20of%206-Exomethylenepenams%20as%20$%5Cbeta-Lactamase$%20Inhibitors&rft.jtitle=Archives%20of%20pharmacal%20research&rft.au=Im,%20Cha-Euk&rft.date=1999&rft.volume=22&rft.issue=1&rft.spage=68&rft.epage=71&rft.pages=68-71&rft.issn=0253-6269&rft.eissn=1976-3786&rft_id=info:doi/&rft_dat=%3Ckisti%3EJAKO199911919475863%3C/kisti%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true |