A Facile Synthesis of Aminocarboxylic Acid Derivatives, New Anti-ulcer Agents
3- [p-(trans-4-Aminomethylcyclohexylcarbonyl)phenyl] propionic acid hydrochloride (1a), a new anti-ulcer agent, was newly synthesized from trans- or mixed trans/cis-4-aminomethyl-cyclohexanecarboxylic acid and methyl 3-phenylpropionate (4) in three steps. Friedel-Crafts reaction of the acid chloride...
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| Veröffentlicht in: | Chemical & pharmaceutical bulletin 1985/11/25, Vol.33(11), pp.5059-5061 |
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| container_end_page | 5061 |
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| container_issue | 11 |
| container_start_page | 5059 |
| container_title | Chemical & pharmaceutical bulletin |
| container_volume | 33 |
| creator | TAKESHITA, TORU KONDO, SHIRO NARUCHI, TATSUYUKI |
| description | 3- [p-(trans-4-Aminomethylcyclohexylcarbonyl)phenyl] propionic acid hydrochloride (1a), a new anti-ulcer agent, was newly synthesized from trans- or mixed trans/cis-4-aminomethyl-cyclohexanecarboxylic acid and methyl 3-phenylpropionate (4) in three steps. Friedel-Crafts reaction of the acid chloride 3 and 4 was performed without any particular protection of the amino group of 3. 3- [p-(4-Aminomethylbenzoyl)phenyl] propionic acid hydrochloride (1b) was also obtained from 4-aminomethylbenzoic acid in a similar process. |
| doi_str_mv | 10.1248/cpb.33.5059 |
| format | Article |
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Friedel-Crafts reaction of the acid chloride 3 and 4 was performed without any particular protection of the amino group of 3. 3- [p-(4-Aminomethylbenzoyl)phenyl] propionic acid hydrochloride (1b) was also obtained from 4-aminomethylbenzoic acid in a similar process.</description><identifier>ISSN: 0009-2363</identifier><identifier>EISSN: 1347-5223</identifier><identifier>DOI: 10.1248/cpb.33.5059</identifier><identifier>PMID: 3830431</identifier><identifier>CODEN: CPBTAL</identifier><language>eng</language><publisher>Tokyo: The Pharmaceutical Society of Japan</publisher><subject>Alicyclic compounds ; Alicyclic compounds, terpenoids, prostaglandins, steroids ; Anti-Ulcer Agents - chemical synthesis ; Chemical Phenomena ; Chemistry ; Exact sciences and technology ; methyl 3-phenylpropionate ; Organic chemistry ; Phenylpropionates - chemical synthesis ; Preparations and properties</subject><ispartof>Chemical and Pharmaceutical Bulletin, 1985/11/25, Vol.33(11), pp.5059-5061</ispartof><rights>The Pharmaceutical Society of Japan</rights><rights>1986 INIST-CNRS</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c609t-ce8b8498990e12eeca805ad11dbf8608aaecc218927b8c0310cd4abaed184ba83</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,1877,27903,27904</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=8620334$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/3830431$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>TAKESHITA, TORU</creatorcontrib><creatorcontrib>KONDO, SHIRO</creatorcontrib><creatorcontrib>NARUCHI, TATSUYUKI</creatorcontrib><title>A Facile Synthesis of Aminocarboxylic Acid Derivatives, New Anti-ulcer Agents</title><title>Chemical & pharmaceutical bulletin</title><addtitle>Chem. Pharm. Bull.</addtitle><description>3- [p-(trans-4-Aminomethylcyclohexylcarbonyl)phenyl] propionic acid hydrochloride (1a), a new anti-ulcer agent, was newly synthesized from trans- or mixed trans/cis-4-aminomethyl-cyclohexanecarboxylic acid and methyl 3-phenylpropionate (4) in three steps. Friedel-Crafts reaction of the acid chloride 3 and 4 was performed without any particular protection of the amino group of 3. 3- [p-(4-Aminomethylbenzoyl)phenyl] propionic acid hydrochloride (1b) was also obtained from 4-aminomethylbenzoic acid in a similar process.</description><subject>Alicyclic compounds</subject><subject>Alicyclic compounds, terpenoids, prostaglandins, steroids</subject><subject>Anti-Ulcer Agents - chemical synthesis</subject><subject>Chemical Phenomena</subject><subject>Chemistry</subject><subject>Exact sciences and technology</subject><subject>methyl 3-phenylpropionate</subject><subject>Organic chemistry</subject><subject>Phenylpropionates - chemical synthesis</subject><subject>Preparations and properties</subject><issn>0009-2363</issn><issn>1347-5223</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1985</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpFkE1v00AQhleoqKSFE2ekPVRcwOnsru2sj1YhFKkfB-C8Go_H7VaOHXadQv59bcVKLzOH99G8mkeIjwqWSqf2krbV0phlBlnxRiyUSVdJprU5EQsAKBJtcvNOnMX4BKAzWJlTcWqsgdSohbgt5RrJtyx_7bvhkaOPsm9kufFdTxiq_v--9SRL8rX8xsE_4-CfOX6Vd_xPlt3gk11LHGT5wN0Q34u3DbaRP8z7XPxZf_99dZ3c3P_4eVXeJJRDMSTEtrJpYYsCWGlmQgsZ1krVVWNzsIhMpJUt9KqyBEYB1SlWyLWyaYXWnIvPh7vb0P_dcRzcxkfitsWO-110qzwfP81hBL8cQAp9jIEbtw1-g2HvFLhJnhvlOWPcJG-kP81nd9WG6yM72xrziznHSNg2ATvy8YjZXIMx6YitD9hTHPCBjzmGwVPLU6UqMjvVKjXPqf8VeMTguDMvdcePIA</recordid><startdate>19850101</startdate><enddate>19850101</enddate><creator>TAKESHITA, TORU</creator><creator>KONDO, SHIRO</creator><creator>NARUCHI, TATSUYUKI</creator><general>The Pharmaceutical Society of Japan</general><general>Maruzen</general><scope>IQODW</scope><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>7X8</scope></search><sort><creationdate>19850101</creationdate><title>A Facile Synthesis of Aminocarboxylic Acid Derivatives, New Anti-ulcer Agents</title><author>TAKESHITA, TORU ; KONDO, SHIRO ; NARUCHI, TATSUYUKI</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c609t-ce8b8498990e12eeca805ad11dbf8608aaecc218927b8c0310cd4abaed184ba83</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1985</creationdate><topic>Alicyclic compounds</topic><topic>Alicyclic compounds, terpenoids, prostaglandins, steroids</topic><topic>Anti-Ulcer Agents - chemical synthesis</topic><topic>Chemical Phenomena</topic><topic>Chemistry</topic><topic>Exact sciences and technology</topic><topic>methyl 3-phenylpropionate</topic><topic>Organic chemistry</topic><topic>Phenylpropionates - chemical synthesis</topic><topic>Preparations and properties</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>TAKESHITA, TORU</creatorcontrib><creatorcontrib>KONDO, SHIRO</creatorcontrib><creatorcontrib>NARUCHI, TATSUYUKI</creatorcontrib><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Chemical & pharmaceutical bulletin</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>TAKESHITA, TORU</au><au>KONDO, SHIRO</au><au>NARUCHI, TATSUYUKI</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A Facile Synthesis of Aminocarboxylic Acid Derivatives, New Anti-ulcer Agents</atitle><jtitle>Chemical & pharmaceutical bulletin</jtitle><addtitle>Chem. Pharm. Bull.</addtitle><date>1985-01-01</date><risdate>1985</risdate><volume>33</volume><issue>11</issue><spage>5059</spage><epage>5061</epage><pages>5059-5061</pages><issn>0009-2363</issn><eissn>1347-5223</eissn><coden>CPBTAL</coden><abstract>3- [p-(trans-4-Aminomethylcyclohexylcarbonyl)phenyl] propionic acid hydrochloride (1a), a new anti-ulcer agent, was newly synthesized from trans- or mixed trans/cis-4-aminomethyl-cyclohexanecarboxylic acid and methyl 3-phenylpropionate (4) in three steps. Friedel-Crafts reaction of the acid chloride 3 and 4 was performed without any particular protection of the amino group of 3. 3- [p-(4-Aminomethylbenzoyl)phenyl] propionic acid hydrochloride (1b) was also obtained from 4-aminomethylbenzoic acid in a similar process.</abstract><cop>Tokyo</cop><pub>The Pharmaceutical Society of Japan</pub><pmid>3830431</pmid><doi>10.1248/cpb.33.5059</doi><tpages>3</tpages><oa>free_for_read</oa></addata></record> |
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| identifier | ISSN: 0009-2363 |
| ispartof | Chemical and Pharmaceutical Bulletin, 1985/11/25, Vol.33(11), pp.5059-5061 |
| issn | 0009-2363 1347-5223 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_76625060 |
| source | J-STAGE Free; MEDLINE; Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals; Free Full-Text Journals in Chemistry |
| subjects | Alicyclic compounds Alicyclic compounds, terpenoids, prostaglandins, steroids Anti-Ulcer Agents - chemical synthesis Chemical Phenomena Chemistry Exact sciences and technology methyl 3-phenylpropionate Organic chemistry Phenylpropionates - chemical synthesis Preparations and properties |
| title | A Facile Synthesis of Aminocarboxylic Acid Derivatives, New Anti-ulcer Agents |
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