Processes and Intermediates for Preparing a Macrocyclic Protease Inhibitor of HCV
A process for preparing [(1 R ,2 R )-4-oxo-1,2-cyclopentanedicarboxylic acid II, by the resolution of racemic 4-oxo-1,2-cyclopentanedicarboxylic acid (V), said process comprising: (a) reacting 4-oxo-1,2-cyclopentanedicarboxylic acid (V) with brucine or ( 1R,2S )-(-)-ephedrine, thus preparing the bis...
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creator | Ormerod Dominic John Depre Dominique Paul Michel Horvath Andras |
description | A process for preparing [(1 R ,2 R )-4-oxo-1,2-cyclopentanedicarboxylic acid II, by the resolution of racemic 4-oxo-1,2-cyclopentanedicarboxylic acid (V), said process comprising:
(a) reacting 4-oxo-1,2-cyclopentanedicarboxylic acid (V) with brucine or ( 1R,2S )-(-)-ephedrine, thus preparing the bis-brucine or bis-( 1R , 2S )-(-)-ephedrine salt of (V), and
(b) precipitating selectively the bis-brucine or bis-( 1R,2S )-( - )-ephedrine salt of (1 R ,2 R )-4-oxo-1,2-cyclopentanedicarboxylic acid II, while the bis-brucine or bis-( 1R,2S ) - (-)-ephedrine salt of [(1 S ,2 S )-4-oxo-1,2-cyclopentanedicarboxylic acid stays in solution;
(c) liberating the acid II by removal of brucine or ( 1R , 2S )-(-)-ephedrine from the precipitated salt obtained in step (b). |
format | Patent |
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(a) reacting 4-oxo-1,2-cyclopentanedicarboxylic acid (V) with brucine or ( 1R,2S )-(-)-ephedrine, thus preparing the bis-brucine or bis-( 1R , 2S )-(-)-ephedrine salt of (V), and
(b) precipitating selectively the bis-brucine or bis-( 1R,2S )-( - )-ephedrine salt of (1 R ,2 R )-4-oxo-1,2-cyclopentanedicarboxylic acid II, while the bis-brucine or bis-( 1R,2S ) - (-)-ephedrine salt of [(1 S ,2 S )-4-oxo-1,2-cyclopentanedicarboxylic acid stays in solution;
(c) liberating the acid II by removal of brucine or ( 1R , 2S )-(-)-ephedrine from the precipitated salt obtained in step (b).</description><language>eng</language><subject>ACYCLIC OR CARBOCYCLIC COMPOUNDS ; CHEMISTRY ; HETEROCYCLIC COMPOUNDS ; METALLURGY ; ORGANIC CHEMISTRY</subject><creationdate>2017</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=20170601&DB=EPODOC&CC=US&NR=2017152253A1$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,780,885,25564,76547</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&date=20170601&DB=EPODOC&CC=US&NR=2017152253A1$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>Ormerod Dominic John</creatorcontrib><creatorcontrib>Depre Dominique Paul Michel</creatorcontrib><creatorcontrib>Horvath Andras</creatorcontrib><title>Processes and Intermediates for Preparing a Macrocyclic Protease Inhibitor of HCV</title><description>A process for preparing [(1 R ,2 R )-4-oxo-1,2-cyclopentanedicarboxylic acid II, by the resolution of racemic 4-oxo-1,2-cyclopentanedicarboxylic acid (V), said process comprising:
(a) reacting 4-oxo-1,2-cyclopentanedicarboxylic acid (V) with brucine or ( 1R,2S )-(-)-ephedrine, thus preparing the bis-brucine or bis-( 1R , 2S )-(-)-ephedrine salt of (V), and
(b) precipitating selectively the bis-brucine or bis-( 1R,2S )-( - )-ephedrine salt of (1 R ,2 R )-4-oxo-1,2-cyclopentanedicarboxylic acid II, while the bis-brucine or bis-( 1R,2S ) - (-)-ephedrine salt of [(1 S ,2 S )-4-oxo-1,2-cyclopentanedicarboxylic acid stays in solution;
(c) liberating the acid II by removal of brucine or ( 1R , 2S )-(-)-ephedrine from the precipitated salt obtained in step (b).</description><subject>ACYCLIC OR CARBOCYCLIC COMPOUNDS</subject><subject>CHEMISTRY</subject><subject>HETEROCYCLIC COMPOUNDS</subject><subject>METALLURGY</subject><subject>ORGANIC CHEMISTRY</subject><fulltext>true</fulltext><rsrctype>patent</rsrctype><creationdate>2017</creationdate><recordtype>patent</recordtype><sourceid>EVB</sourceid><recordid>eNrjZAgMKMpPTi0uTi1WSMxLUfDMK0ktyk1NyUwsAYqk5RcpBBSlFiQWZealKyQq-CYmA1VXJudkJgPF80tSE4tTgVoyMpMyS4BK89MUPJzDeBhY0xJzilN5oTQ3g7Kba4izh25qQX58anFBYnJqXmpJfGiwkYGhuaGpkZGpsaOhMXGqAHopN_Y</recordid><startdate>20170601</startdate><enddate>20170601</enddate><creator>Ormerod Dominic John</creator><creator>Depre Dominique Paul Michel</creator><creator>Horvath Andras</creator><scope>EVB</scope></search><sort><creationdate>20170601</creationdate><title>Processes and Intermediates for Preparing a Macrocyclic Protease Inhibitor of HCV</title><author>Ormerod Dominic John ; Depre Dominique Paul Michel ; Horvath Andras</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-epo_espacenet_US2017152253A13</frbrgroupid><rsrctype>patents</rsrctype><prefilter>patents</prefilter><language>eng</language><creationdate>2017</creationdate><topic>ACYCLIC OR CARBOCYCLIC COMPOUNDS</topic><topic>CHEMISTRY</topic><topic>HETEROCYCLIC COMPOUNDS</topic><topic>METALLURGY</topic><topic>ORGANIC CHEMISTRY</topic><toplevel>online_resources</toplevel><creatorcontrib>Ormerod Dominic John</creatorcontrib><creatorcontrib>Depre Dominique Paul Michel</creatorcontrib><creatorcontrib>Horvath Andras</creatorcontrib><collection>esp@cenet</collection></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext_linktorsrc</fulltext></delivery><addata><au>Ormerod Dominic John</au><au>Depre Dominique Paul Michel</au><au>Horvath Andras</au><format>patent</format><genre>patent</genre><ristype>GEN</ristype><title>Processes and Intermediates for Preparing a Macrocyclic Protease Inhibitor of HCV</title><date>2017-06-01</date><risdate>2017</risdate><abstract>A process for preparing [(1 R ,2 R )-4-oxo-1,2-cyclopentanedicarboxylic acid II, by the resolution of racemic 4-oxo-1,2-cyclopentanedicarboxylic acid (V), said process comprising:
(a) reacting 4-oxo-1,2-cyclopentanedicarboxylic acid (V) with brucine or ( 1R,2S )-(-)-ephedrine, thus preparing the bis-brucine or bis-( 1R , 2S )-(-)-ephedrine salt of (V), and
(b) precipitating selectively the bis-brucine or bis-( 1R,2S )-( - )-ephedrine salt of (1 R ,2 R )-4-oxo-1,2-cyclopentanedicarboxylic acid II, while the bis-brucine or bis-( 1R,2S ) - (-)-ephedrine salt of [(1 S ,2 S )-4-oxo-1,2-cyclopentanedicarboxylic acid stays in solution;
(c) liberating the acid II by removal of brucine or ( 1R , 2S )-(-)-ephedrine from the precipitated salt obtained in step (b).</abstract><oa>free_for_read</oa></addata></record> |
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subjects | ACYCLIC OR CARBOCYCLIC COMPOUNDS CHEMISTRY HETEROCYCLIC COMPOUNDS METALLURGY ORGANIC CHEMISTRY |
title | Processes and Intermediates for Preparing a Macrocyclic Protease Inhibitor of HCV |
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