PREPARATION OF VINCAMINE AND VINCAMINE-ANALOGUES
A new process for the preparation of vincamine and of homologues thereof containing acyl groups of 2 to 6 carbon atoms in the 14-position, wherein 1-ethyl-2,3,4,6,7,12-hexahydroindolo[2,3-a]quinolizine is reacted with an alpha -acyloxy-acrylic acid derivative of the formula (R = C15 alkyl) to obtain...
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| creator | VILMOS SIMONIDESZ DR CSABA SZANTAY DR LAJOS SZABO DR GYORGY KALAUS |
| description | A new process for the preparation of vincamine and of homologues thereof containing acyl groups of 2 to 6 carbon atoms in the 14-position, wherein 1-ethyl-2,3,4,6,7,12-hexahydroindolo[2,3-a]quinolizine is reacted with an alpha -acyloxy-acrylic acid derivative of the formula (R = C15 alkyl) to obtain the corresponding 1-( beta -acyloxy- beta -R-oxycarbonyl-ethyl)-1-ethyl-1,2,3,4,6,7-hexahydro-12H-indolo[2,3-a]q uinolizine compound, this is converted by deacylation and reduction into the corresponding 1-( beta -hydroxy- beta -R-oxycarbonyl-ethyl)-1-ethyl-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a ]quinolizine; the latter is treated with an oxidizing agent to yield a mixture of the desired vincamine derivative and the 14-epimer thereof. The latter can be epimerized in a known manner; by using silver carbonate as oxidizing agent, the epimerization occurs simultaneously. |
| format | Patent |
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The latter can be epimerized in a known manner; by using silver carbonate as oxidizing agent, the epimerization occurs simultaneously.</description><subject>CHEMISTRY</subject><subject>HETEROCYCLIC COMPOUNDS</subject><subject>METALLURGY</subject><subject>ORGANIC CHEMISTRY</subject><fulltext>true</fulltext><rsrctype>patent</rsrctype><creationdate>1973</creationdate><recordtype>patent</recordtype><sourceid>EVB</sourceid><recordid>eNrjZDAICHINcAxyDPH091Pwd1MI8_RzdvT19HNVcPRzQfB0Hf0cffzdQ12DeRhY0xJzilN5oTQ3g7yba4izh25qQX58anFBYnJqXmpJvGOoiaG5mZG5kaMxYRUAnMYlhA</recordid><startdate>19731108</startdate><enddate>19731108</enddate><creator>VILMOS SIMONIDESZ</creator><creator>DR CSABA SZANTAY</creator><creator>DR LAJOS SZABO</creator><creator>DR GYORGY KALAUS</creator><scope>EVB</scope></search><sort><creationdate>19731108</creationdate><title>PREPARATION OF VINCAMINE AND VINCAMINE-ANALOGUES</title><author>VILMOS SIMONIDESZ ; DR CSABA SZANTAY ; DR LAJOS SZABO ; DR GYORGY KALAUS</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-epo_espacenet_AU4176272A3</frbrgroupid><rsrctype>patents</rsrctype><prefilter>patents</prefilter><language>eng</language><creationdate>1973</creationdate><topic>CHEMISTRY</topic><topic>HETEROCYCLIC COMPOUNDS</topic><topic>METALLURGY</topic><topic>ORGANIC CHEMISTRY</topic><toplevel>online_resources</toplevel><creatorcontrib>VILMOS SIMONIDESZ</creatorcontrib><creatorcontrib>DR CSABA SZANTAY</creatorcontrib><creatorcontrib>DR LAJOS SZABO</creatorcontrib><creatorcontrib>DR GYORGY KALAUS</creatorcontrib><collection>esp@cenet</collection></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext_linktorsrc</fulltext></delivery><addata><au>VILMOS SIMONIDESZ</au><au>DR CSABA SZANTAY</au><au>DR LAJOS SZABO</au><au>DR GYORGY KALAUS</au><format>patent</format><genre>patent</genre><ristype>GEN</ristype><title>PREPARATION OF VINCAMINE AND VINCAMINE-ANALOGUES</title><date>1973-11-08</date><risdate>1973</risdate><abstract>A new process for the preparation of vincamine and of homologues thereof containing acyl groups of 2 to 6 carbon atoms in the 14-position, wherein 1-ethyl-2,3,4,6,7,12-hexahydroindolo[2,3-a]quinolizine is reacted with an alpha -acyloxy-acrylic acid derivative of the formula (R = C1<->5 alkyl) to obtain the corresponding 1-( beta -acyloxy- beta -R-oxycarbonyl-ethyl)-1-ethyl-1,2,3,4,6,7-hexahydro-12H-indolo[2,3-a]q uinolizine compound, this is converted by deacylation and reduction into the corresponding 1-( beta -hydroxy- beta -R-oxycarbonyl-ethyl)-1-ethyl-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a ]quinolizine; the latter is treated with an oxidizing agent to yield a mixture of the desired vincamine derivative and the 14-epimer thereof. The latter can be epimerized in a known manner; by using silver carbonate as oxidizing agent, the epimerization occurs simultaneously.</abstract><oa>free_for_read</oa></addata></record> |
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| subjects | CHEMISTRY HETEROCYCLIC COMPOUNDS METALLURGY ORGANIC CHEMISTRY |
| title | PREPARATION OF VINCAMINE AND VINCAMINE-ANALOGUES |
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