THE PROCESS FOR THE PREPARATION OF PENEM COMPOUND
Novel phenem cpd., (5R, 6S, 8R, 2'R)-2-(2'tetrahydrofuryl)-6-(1-hydroxyethyl)-2-phenem-3-carboxylic acid, of formula (I) and its pharmaceutical salts are prepd. by : dissolving and heating oxalic imide cpd. of formula (III) in inactive organic solvent, then intramolecular wittig cycling-re...
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| creator | LEE, MI - JUNG SIM, YOUNG - KI SONG, TAE - HONG AHN, KOO - HYUN KIM, HONG - KI HWANG, TAE - SUB |
| description | Novel phenem cpd., (5R, 6S, 8R, 2'R)-2-(2'tetrahydrofuryl)-6-(1-hydroxyethyl)-2-phenem-3-carboxylic acid, of formula (I) and its pharmaceutical salts are prepd. by : dissolving and heating oxalic imide cpd. of formula (III) in inactive organic solvent, then intramolecular wittig cycling-reacting that with arylphosphonos acid diester to prepare the phenem cpd. of formula (IV) to be protected with its each functional gp.; step by step forming the cpd. of formula (V), or at the same time deprotection; and converting to its salts form. In the formulas, R1 is hydroxyl protecting gp., esp. t-butyldimethylsilyl; R2 is carboxyl protecting gp., esp. aryl, P-nitrobenzyl or 2-(trimethylsilyl) ethyl; M is alkali metal, esp. Na or K. The obtd. phemen cpd. has good antibacterial property, then is useful as a antimicrobial drug. |
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In the formulas, R1 is hydroxyl protecting gp., esp. t-butyldimethylsilyl; R2 is carboxyl protecting gp., esp. aryl, P-nitrobenzyl or 2-(trimethylsilyl) ethyl; M is alkali metal, esp. Na or K. The obtd. phemen cpd. has good antibacterial property, then is useful as a antimicrobial drug.</description><edition>6</edition><language>eng ; kor</language><subject>CHEMISTRY ; HETEROCYCLIC COMPOUNDS ; METALLURGY ; ORGANIC CHEMISTRY</subject><creationdate>1996</creationdate><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&date=19960131&DB=EPODOC&CC=KR&NR=960001481B1$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,780,885,25564,76547</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&date=19960131&DB=EPODOC&CC=KR&NR=960001481B1$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>LEE, MI - JUNG</creatorcontrib><creatorcontrib>SIM, YOUNG - KI</creatorcontrib><creatorcontrib>SONG, TAE - HONG</creatorcontrib><creatorcontrib>AHN, KOO - HYUN</creatorcontrib><creatorcontrib>KIM, HONG - KI</creatorcontrib><creatorcontrib>HWANG, TAE - SUB</creatorcontrib><title>THE PROCESS FOR THE PREPARATION OF PENEM COMPOUND</title><description>Novel phenem cpd., (5R, 6S, 8R, 2'R)-2-(2'tetrahydrofuryl)-6-(1-hydroxyethyl)-2-phenem-3-carboxylic acid, of formula (I) and its pharmaceutical salts are prepd. by : dissolving and heating oxalic imide cpd. of formula (III) in inactive organic solvent, then intramolecular wittig cycling-reacting that with arylphosphonos acid diester to prepare the phenem cpd. of formula (IV) to be protected with its each functional gp.; step by step forming the cpd. of formula (V), or at the same time deprotection; and converting to its salts form. In the formulas, R1 is hydroxyl protecting gp., esp. t-butyldimethylsilyl; R2 is carboxyl protecting gp., esp. aryl, P-nitrobenzyl or 2-(trimethylsilyl) ethyl; M is alkali metal, esp. Na or K. The obtd. phemen cpd. has good antibacterial property, then is useful as a antimicrobial drug.</description><subject>CHEMISTRY</subject><subject>HETEROCYCLIC COMPOUNDS</subject><subject>METALLURGY</subject><subject>ORGANIC CHEMISTRY</subject><fulltext>true</fulltext><rsrctype>patent</rsrctype><creationdate>1996</creationdate><recordtype>patent</recordtype><sourceid>EVB</sourceid><recordid>eNrjZDAM8XBVCAjyd3YNDlZw8w9SgPBdAxyDHEM8_f0U_N0UAlz9XH0VnP19A_xD_Vx4GFjTEnOKU3mhNDeDsptriLOHbmpBfnxqcUFicmpeakm8d5ClmYGBgaGJhaGTk6ExcaoA4oQncg</recordid><startdate>19960131</startdate><enddate>19960131</enddate><creator>LEE, MI - JUNG</creator><creator>SIM, YOUNG - KI</creator><creator>SONG, TAE - HONG</creator><creator>AHN, KOO - HYUN</creator><creator>KIM, HONG - KI</creator><creator>HWANG, TAE - SUB</creator><scope>EVB</scope></search><sort><creationdate>19960131</creationdate><title>THE PROCESS FOR THE PREPARATION OF PENEM COMPOUND</title><author>LEE, MI - JUNG ; SIM, YOUNG - KI ; SONG, TAE - HONG ; AHN, KOO - HYUN ; KIM, HONG - KI ; HWANG, TAE - SUB</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-epo_espacenet_KR960001481BB13</frbrgroupid><rsrctype>patents</rsrctype><prefilter>patents</prefilter><language>eng ; kor</language><creationdate>1996</creationdate><topic>CHEMISTRY</topic><topic>HETEROCYCLIC COMPOUNDS</topic><topic>METALLURGY</topic><topic>ORGANIC CHEMISTRY</topic><toplevel>online_resources</toplevel><creatorcontrib>LEE, MI - JUNG</creatorcontrib><creatorcontrib>SIM, YOUNG - KI</creatorcontrib><creatorcontrib>SONG, TAE - HONG</creatorcontrib><creatorcontrib>AHN, KOO - HYUN</creatorcontrib><creatorcontrib>KIM, HONG - KI</creatorcontrib><creatorcontrib>HWANG, TAE - SUB</creatorcontrib><collection>esp@cenet</collection></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext_linktorsrc</fulltext></delivery><addata><au>LEE, MI - JUNG</au><au>SIM, YOUNG - KI</au><au>SONG, TAE - HONG</au><au>AHN, KOO - HYUN</au><au>KIM, HONG - KI</au><au>HWANG, TAE - SUB</au><format>patent</format><genre>patent</genre><ristype>GEN</ristype><title>THE PROCESS FOR THE PREPARATION OF PENEM COMPOUND</title><date>1996-01-31</date><risdate>1996</risdate><abstract>Novel phenem cpd., (5R, 6S, 8R, 2'R)-2-(2'tetrahydrofuryl)-6-(1-hydroxyethyl)-2-phenem-3-carboxylic acid, of formula (I) and its pharmaceutical salts are prepd. by : dissolving and heating oxalic imide cpd. of formula (III) in inactive organic solvent, then intramolecular wittig cycling-reacting that with arylphosphonos acid diester to prepare the phenem cpd. of formula (IV) to be protected with its each functional gp.; step by step forming the cpd. of formula (V), or at the same time deprotection; and converting to its salts form. In the formulas, R1 is hydroxyl protecting gp., esp. t-butyldimethylsilyl; R2 is carboxyl protecting gp., esp. aryl, P-nitrobenzyl or 2-(trimethylsilyl) ethyl; M is alkali metal, esp. Na or K. The obtd. phemen cpd. has good antibacterial property, then is useful as a antimicrobial drug.</abstract><edition>6</edition><oa>free_for_read</oa></addata></record> |
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| title | THE PROCESS FOR THE PREPARATION OF PENEM COMPOUND |
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