PROCESS FOR THE PREPARATION OF COMPOUNDS USEFUL AS INHIBITORS OF SGLT
600110 Disclosed is a process for preparing a compound of formula (I) comprising reacting a compound of formula (V) with a compound of formula (VI-S), in the presence of an alkyl lithium, wherein the alkyl lithium is selected from the group consisting of trimethylsilylmethyl lithium, 2,4,6-trimethyl...
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creator | MEHRMAN, STEVEN WELLS, KENNETH M ABDEL-MAGID, AHMED F NOMURA, SUMIHIRO SCOTT, LORRAINE CHISHOLM, MAUREEN KOGA, YUICHI ZHANG-PLASKET, FAN HONGU, MITSUYA |
description | 600110 Disclosed is a process for preparing a compound of formula (I) comprising reacting a compound of formula (V) with a compound of formula (VI-S), in the presence of an alkyl lithium, wherein the alkyl lithium is selected from the group consisting of trimethylsilylmethyl lithium, 2,4,6-trimethylphenyllithium and triethylsilylmethyl lithium; in an organic solvent, at a temperature in the range of from about O DEGREE C to about -78 DEGREE C; to yield the corresponding compound of formula (VII); and wherein the alkyl lithium is added to a mixture of the compound of formula (V) and the compound of formula (VI-S); reacting the compound of formula (VII) with BF30Et2, in the presence of a trialkylsilane, in an organic solvent, to yield the corresponding compound of formula (VIII); reacting the compound of formula (VIII) with acetic anhydride or acetyl chloride, in the presence of an organic base, neat or in an organic solvent, to yield the corresponding compound of formula (IX); and de-protecting the compound of formula (IX), to yield the corresponding compound of formula (I). |
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SCOTT, LORRAINE ; CHISHOLM, MAUREEN ; KOGA, YUICHI ; ZHANG-PLASKET, FAN ; HONGU, MITSUYA</creatorcontrib><description>600110 Disclosed is a process for preparing a compound of formula (I) comprising reacting a compound of formula (V) with a compound of formula (VI-S), in the presence of an alkyl lithium, wherein the alkyl lithium is selected from the group consisting of trimethylsilylmethyl lithium, 2,4,6-trimethylphenyllithium and triethylsilylmethyl lithium; in an organic solvent, at a temperature in the range of from about O DEGREE C to about -78 DEGREE C; to yield the corresponding compound of formula (VII); and wherein the alkyl lithium is added to a mixture of the compound of formula (V) and the compound of formula (VI-S); reacting the compound of formula (VII) with BF30Et2, in the presence of a trialkylsilane, in an organic solvent, to yield the corresponding compound of formula (VIII); reacting the compound of formula (VIII) with acetic anhydride or acetyl chloride, in the presence of an organic base, neat or in an organic solvent, to yield the corresponding compound of formula (IX); and de-protecting the compound of formula (IX), to yield the corresponding compound of formula (I).</description><language>eng</language><subject>CHEMISTRY ; HETEROCYCLIC COMPOUNDS ; HUMAN NECESSITIES ; HYGIENE ; MEDICAL OR VETERINARY SCIENCE ; METALLURGY ; ORGANIC CHEMISTRY ; PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES ; SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS</subject><creationdate>2013</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=20130328&DB=EPODOC&CC=NZ&NR=600110A$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,780,885,25563,76418</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&date=20130328&DB=EPODOC&CC=NZ&NR=600110A$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>MEHRMAN, STEVEN</creatorcontrib><creatorcontrib>WELLS, KENNETH M</creatorcontrib><creatorcontrib>ABDEL-MAGID, AHMED F</creatorcontrib><creatorcontrib>NOMURA, SUMIHIRO</creatorcontrib><creatorcontrib>SCOTT, LORRAINE</creatorcontrib><creatorcontrib>CHISHOLM, MAUREEN</creatorcontrib><creatorcontrib>KOGA, YUICHI</creatorcontrib><creatorcontrib>ZHANG-PLASKET, FAN</creatorcontrib><creatorcontrib>HONGU, MITSUYA</creatorcontrib><title>PROCESS FOR THE PREPARATION OF COMPOUNDS USEFUL AS INHIBITORS OF SGLT</title><description>600110 Disclosed is a process for preparing a compound of formula (I) comprising reacting a compound of formula (V) with a compound of formula (VI-S), in the presence of an alkyl lithium, wherein the alkyl lithium is selected from the group consisting of trimethylsilylmethyl lithium, 2,4,6-trimethylphenyllithium and triethylsilylmethyl lithium; in an organic solvent, at a temperature in the range of from about O DEGREE C to about -78 DEGREE C; to yield the corresponding compound of formula (VII); and wherein the alkyl lithium is added to a mixture of the compound of formula (V) and the compound of formula (VI-S); reacting the compound of formula (VII) with BF30Et2, in the presence of a trialkylsilane, in an organic solvent, to yield the corresponding compound of formula (VIII); reacting the compound of formula (VIII) with acetic anhydride or acetyl chloride, in the presence of an organic base, neat or in an organic solvent, to yield the corresponding compound of formula (IX); and de-protecting the compound of formula (IX), to yield the corresponding compound of formula (I).</description><subject>CHEMISTRY</subject><subject>HETEROCYCLIC COMPOUNDS</subject><subject>HUMAN NECESSITIES</subject><subject>HYGIENE</subject><subject>MEDICAL OR VETERINARY SCIENCE</subject><subject>METALLURGY</subject><subject>ORGANIC CHEMISTRY</subject><subject>PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES</subject><subject>SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS</subject><fulltext>true</fulltext><rsrctype>patent</rsrctype><creationdate>2013</creationdate><recordtype>patent</recordtype><sourceid>EVB</sourceid><recordid>eNrjZHANCPJ3dg0OVnDzD1II8XBVCAhyDXAMcgzx9PdT8HdTcPb3DfAP9XMJVggNdnUL9VFwDFbw9PPwdPIM8Q8KBqkIdvcJ4WFgTUvMKU7lhdLcDHJuriHOHrqpBfnxqcUFicmpeakl8X5RZgYGhoYGjsYEFQAAkksq7w</recordid><startdate>20130328</startdate><enddate>20130328</enddate><creator>MEHRMAN, STEVEN</creator><creator>WELLS, KENNETH M</creator><creator>ABDEL-MAGID, AHMED F</creator><creator>NOMURA, SUMIHIRO</creator><creator>SCOTT, LORRAINE</creator><creator>CHISHOLM, MAUREEN</creator><creator>KOGA, YUICHI</creator><creator>ZHANG-PLASKET, FAN</creator><creator>HONGU, MITSUYA</creator><scope>EVB</scope></search><sort><creationdate>20130328</creationdate><title>PROCESS FOR THE PREPARATION OF COMPOUNDS USEFUL AS INHIBITORS OF SGLT</title><author>MEHRMAN, STEVEN ; 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in an organic solvent, at a temperature in the range of from about O DEGREE C to about -78 DEGREE C; to yield the corresponding compound of formula (VII); and wherein the alkyl lithium is added to a mixture of the compound of formula (V) and the compound of formula (VI-S); reacting the compound of formula (VII) with BF30Et2, in the presence of a trialkylsilane, in an organic solvent, to yield the corresponding compound of formula (VIII); reacting the compound of formula (VIII) with acetic anhydride or acetyl chloride, in the presence of an organic base, neat or in an organic solvent, to yield the corresponding compound of formula (IX); and de-protecting the compound of formula (IX), to yield the corresponding compound of formula (I).</abstract><oa>free_for_read</oa></addata></record> |
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subjects | CHEMISTRY HETEROCYCLIC COMPOUNDS HUMAN NECESSITIES HYGIENE MEDICAL OR VETERINARY SCIENCE METALLURGY ORGANIC CHEMISTRY PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS |
title | PROCESS FOR THE PREPARATION OF COMPOUNDS USEFUL AS INHIBITORS OF SGLT |
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