NOUVEAUX DERIVES DE LA CLASSE DES PROSTAGLANDINES ET LEUR PREPARATION

1386870 Prostaglandins UPJOHN CO 16 Feb 1972 [11 March 1971] 7171/72 Heading C2C [Also in Divisions C3 and A5] The invention comprises optically active compounds of the formulae or racemates thereof, wherein R 1 is H or C 1-8 alkyl, and R 2 and R 3 are H, methyl or ethyl, provided that at least one...

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Hauptverfasser: W.P. SCHNEIDER, J.E. PIKE
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description 1386870 Prostaglandins UPJOHN CO 16 Feb 1972 [11 March 1971] 7171/72 Heading C2C [Also in Divisions C3 and A5] The invention comprises optically active compounds of the formulae or racemates thereof, wherein R 1 is H or C 1-8 alkyl, and R 2 and R 3 are H, methyl or ethyl, provided that at least one of R 2 and R 3 is not H, and pharmacologically acceptable salts thereof and their preparation. The 16-alkyl and 16,16-dialkyl PGF 1# compounds are obtained by reducing the corresponding 16-alkyl and 66,16-dialkyl PGE 1 compounds and separating the 9# hydroxy isomer and the 16-alkyl and 16,16-dialkyl PGA 1 and PGB 1 compounds are prepared by dehydrating the corresponding 16-alkyl and 16,16-dialkyl PGE 1 compounds, followed by, if desired, hydrolysis of any resulting esters or esterification of any resulting acids. The following intermediates and starting materials are prepared: 6 - (3 - methyl - cis - 1 - heptenyl)bicyclo [3,1,0]hexan - 3 - one; 7 - [6 - (3 - methyl - cis- 1 - heptenyl) - 3 - oxo - bicyclo[3,1,0]hex - 2α- yl] - heptanoic acid and its methyl and 2,2,2-trichloroethyl esters; methyl 7-[6-(1,2- dihydroxy - 3 - methylheptyl) - 3 - oxobicyclo- [3,1,0]hex - 2α - yl] - heptanoate and its bis - (methane - sulphonate; 16-methyl-PGE 1 , 16,16-dimethyl-PGE 1 , 16-ethyl-PGE 1 , 16-ethyl 16-methyl-PGE 1 , and 16,16-diethyl-PGE 1 , and their methyl and 2,2,2-trichloroethyl esters; 7 - [3 - hydroxy - 6 - (3 - methyl - cis - 1-heptenyl)bicyclo[3,1,0)- hex - 2α - yl]heptanoic acid and its methyl ester; 7-{6-[3-methyl-(or 3,3- dimethyl-, or 3,3-diethyl-, or 3-ethyl-, or 3 - ethyl - 3 - methyl) - cis - 1 - heptenyl) - 3- oxobicyclo[3,1,0]hex-2α-yl}heptanoates.
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PIKE</creatorcontrib><description>1386870 Prostaglandins UPJOHN CO 16 Feb 1972 [11 March 1971] 7171/72 Heading C2C [Also in Divisions C3 and A5] The invention comprises optically active compounds of the formulae or racemates thereof, wherein R 1 is H or C 1-8 alkyl, and R 2 and R 3 are H, methyl or ethyl, provided that at least one of R 2 and R 3 is not H, and pharmacologically acceptable salts thereof and their preparation. The 16-alkyl and 16,16-dialkyl PGF 1# compounds are obtained by reducing the corresponding 16-alkyl and 66,16-dialkyl PGE 1 compounds and separating the 9# hydroxy isomer and the 16-alkyl and 16,16-dialkyl PGA 1 and PGB 1 compounds are prepared by dehydrating the corresponding 16-alkyl and 16,16-dialkyl PGE 1 compounds, followed by, if desired, hydrolysis of any resulting esters or esterification of any resulting acids. The following intermediates and starting materials are prepared: 6 - (3 - methyl - cis - 1 - heptenyl)bicyclo [3,1,0]hexan - 3 - one; 7 - [6 - (3 - methyl - cis- 1 - heptenyl) - 3 - oxo - bicyclo[3,1,0]hex - 2α- yl] - heptanoic acid and its methyl and 2,2,2-trichloroethyl esters; methyl 7-[6-(1,2- dihydroxy - 3 - methylheptyl) - 3 - oxobicyclo- [3,1,0]hex - 2α - yl] - heptanoate and its bis - (methane - sulphonate; 16-methyl-PGE 1 , 16,16-dimethyl-PGE 1 , 16-ethyl-PGE 1 , 16-ethyl 16-methyl-PGE 1 , and 16,16-diethyl-PGE 1 , and their methyl and 2,2,2-trichloroethyl esters; 7 - [3 - hydroxy - 6 - (3 - methyl - cis - 1-heptenyl)bicyclo[3,1,0)- hex - 2α - yl]heptanoic acid and its methyl ester; 7-{6-[3-methyl-(or 3,3- dimethyl-, or 3,3-diethyl-, or 3-ethyl-, or 3 - ethyl - 3 - methyl) - cis - 1 - heptenyl) - 3- oxobicyclo[3,1,0]hex-2α-yl}heptanoates.</description><language>fre</language><subject>ACYCLIC OR CARBOCYCLIC COMPOUNDS ; CHEMISTRY ; METALLURGY ; ORGANIC CHEMISTRY</subject><creationdate>1972</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&amp;date=19720911&amp;DB=EPODOC&amp;CC=BE&amp;NR=780522A$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,776,881,25542,76516</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&amp;date=19720911&amp;DB=EPODOC&amp;CC=BE&amp;NR=780522A$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>W.P. 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The following intermediates and starting materials are prepared: 6 - (3 - methyl - cis - 1 - heptenyl)bicyclo [3,1,0]hexan - 3 - one; 7 - [6 - (3 - methyl - cis- 1 - heptenyl) - 3 - oxo - bicyclo[3,1,0]hex - 2α- yl] - heptanoic acid and its methyl and 2,2,2-trichloroethyl esters; methyl 7-[6-(1,2- dihydroxy - 3 - methylheptyl) - 3 - oxobicyclo- [3,1,0]hex - 2α - yl] - heptanoate and its bis - (methane - sulphonate; 16-methyl-PGE 1 , 16,16-dimethyl-PGE 1 , 16-ethyl-PGE 1 , 16-ethyl 16-methyl-PGE 1 , and 16,16-diethyl-PGE 1 , and their methyl and 2,2,2-trichloroethyl esters; 7 - [3 - hydroxy - 6 - (3 - methyl - cis - 1-heptenyl)bicyclo[3,1,0)- hex - 2α - yl]heptanoic acid and its methyl ester; 7-{6-[3-methyl-(or 3,3- dimethyl-, or 3,3-diethyl-, or 3-ethyl-, or 3 - ethyl - 3 - methyl) - cis - 1 - heptenyl) - 3- oxobicyclo[3,1,0]hex-2α-yl}heptanoates.</description><subject>ACYCLIC OR CARBOCYCLIC COMPOUNDS</subject><subject>CHEMISTRY</subject><subject>METALLURGY</subject><subject>ORGANIC CHEMISTRY</subject><fulltext>true</fulltext><rsrctype>patent</rsrctype><creationdate>1972</creationdate><recordtype>patent</recordtype><sourceid>EVB</sourceid><recordid>eNrjZHD18w8Nc3UMjVBwcQ3yDHMNBtIKPo4Kzj6OwcGuQE6wQkCQf3CIo7uPo5-Lpx-Q7xqi4OMaGgQUdw1wDHIM8fT342FgTUvMKU7lhdLcDHJuriHOHrqpBfnxqcUFicmpeakl8U6u5hYGpkZGjsYEFQAAg7cqwA</recordid><startdate>19720911</startdate><enddate>19720911</enddate><creator>W.P. SCHNEIDER</creator><creator>J.E. PIKE</creator><scope>EVB</scope></search><sort><creationdate>19720911</creationdate><title>NOUVEAUX DERIVES DE LA CLASSE DES PROSTAGLANDINES ET LEUR PREPARATION</title><author>W.P. SCHNEIDER ; J.E. PIKE</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-epo_espacenet_BE780522A3</frbrgroupid><rsrctype>patents</rsrctype><prefilter>patents</prefilter><language>fre</language><creationdate>1972</creationdate><topic>ACYCLIC OR CARBOCYCLIC COMPOUNDS</topic><topic>CHEMISTRY</topic><topic>METALLURGY</topic><topic>ORGANIC CHEMISTRY</topic><toplevel>online_resources</toplevel><creatorcontrib>W.P. SCHNEIDER</creatorcontrib><creatorcontrib>J.E. PIKE</creatorcontrib><collection>esp@cenet</collection></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext_linktorsrc</fulltext></delivery><addata><au>W.P. SCHNEIDER</au><au>J.E. PIKE</au><format>patent</format><genre>patent</genre><ristype>GEN</ristype><title>NOUVEAUX DERIVES DE LA CLASSE DES PROSTAGLANDINES ET LEUR PREPARATION</title><date>1972-09-11</date><risdate>1972</risdate><abstract>1386870 Prostaglandins UPJOHN CO 16 Feb 1972 [11 March 1971] 7171/72 Heading C2C [Also in Divisions C3 and A5] The invention comprises optically active compounds of the formulae or racemates thereof, wherein R 1 is H or C 1-8 alkyl, and R 2 and R 3 are H, methyl or ethyl, provided that at least one of R 2 and R 3 is not H, and pharmacologically acceptable salts thereof and their preparation. The 16-alkyl and 16,16-dialkyl PGF 1# compounds are obtained by reducing the corresponding 16-alkyl and 66,16-dialkyl PGE 1 compounds and separating the 9# hydroxy isomer and the 16-alkyl and 16,16-dialkyl PGA 1 and PGB 1 compounds are prepared by dehydrating the corresponding 16-alkyl and 16,16-dialkyl PGE 1 compounds, followed by, if desired, hydrolysis of any resulting esters or esterification of any resulting acids. The following intermediates and starting materials are prepared: 6 - (3 - methyl - cis - 1 - heptenyl)bicyclo [3,1,0]hexan - 3 - one; 7 - [6 - (3 - methyl - cis- 1 - heptenyl) - 3 - oxo - bicyclo[3,1,0]hex - 2α- yl] - heptanoic acid and its methyl and 2,2,2-trichloroethyl esters; methyl 7-[6-(1,2- dihydroxy - 3 - methylheptyl) - 3 - oxobicyclo- [3,1,0]hex - 2α - yl] - heptanoate and its bis - (methane - sulphonate; 16-methyl-PGE 1 , 16,16-dimethyl-PGE 1 , 16-ethyl-PGE 1 , 16-ethyl 16-methyl-PGE 1 , and 16,16-diethyl-PGE 1 , and their methyl and 2,2,2-trichloroethyl esters; 7 - [3 - hydroxy - 6 - (3 - methyl - cis - 1-heptenyl)bicyclo[3,1,0)- hex - 2α - yl]heptanoic acid and its methyl ester; 7-{6-[3-methyl-(or 3,3- dimethyl-, or 3,3-diethyl-, or 3-ethyl-, or 3 - ethyl - 3 - methyl) - cis - 1 - heptenyl) - 3- oxobicyclo[3,1,0]hex-2α-yl}heptanoates.</abstract><oa>free_for_read</oa></addata></record>
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subjects ACYCLIC OR CARBOCYCLIC COMPOUNDS
CHEMISTRY
METALLURGY
ORGANIC CHEMISTRY
title NOUVEAUX DERIVES DE LA CLASSE DES PROSTAGLANDINES ET LEUR PREPARATION
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