PROCESSO PARA A SINTESE DE AZETIDINONAS
This invention provides a process for preparing the hypocholesterolemic compound (I) comprising: (a) reacting p-fluorobenzoylbutyric acid with pivaloyl chloride and acylating the product with a chiral auxiliary to obtain a ketone of formula (IV); (b) reducing the ketone of formula (IV) in the presen...
Gespeichert in:
| Hauptverfasser: | , , , , , |
|---|---|
| Format: | Patent |
| Sprache: | por |
| Schlagworte: | |
| Online-Zugang: | Volltext bestellen |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | |
|---|---|
| container_issue | |
| container_start_page | |
| container_title | |
| container_volume | |
| creator | TIMOTHY L. MCALLISTER CHIU, JOHN S XIAOYONG FU CHOU-HONG TANN CESAR COLON K. THIRUVENGADAM, TIRUVETTIPURAM |
| description | This invention provides a process for preparing the hypocholesterolemic compound (I) comprising: (a) reacting p-fluorobenzoylbutyric acid with pivaloyl chloride and acylating the product with a chiral auxiliary to obtain a ketone of formula (IV); (b) reducing the ketone of formula (IV) in the presence of a chiral catalyst to an alcohol; (c) reacting the chiral alcohol of step (b), an imine and a silyl protecting agent, then condensing the protected compounds to obtain a beta -(substituted-amino)amide of formula (VII); (d) cyclizing the beta -(substituted-amino)amide of formula (VII) with a silylating agent and a fluoride ion catalyst to obtain a protected lactam of formula (VIII); and removing the protecting groups. The intermediates of formulas (VII and VIII) are also claimed. |
| format | Patent |
| fullrecord | <record><control><sourceid>epo_EVB</sourceid><recordid>TN_cdi_epo_espacenet_PT1137634EE</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>PT1137634EE</sourcerecordid><originalsourceid>FETCH-epo_espacenet_PT1137634EE3</originalsourceid><addsrcrecordid>eNrjZFAPCPJ3dg0O9lcIcAxyVHBUCPb0C3ENdlVwcVVwjHIN8XTx9PP3cwzmYWBNS8wpTuWF0twMCm6uIc4euqkF-fGpxQWJyal5qSXxASGGhsbmZsYmrq7GRCgBAJoOI5Y</addsrcrecordid><sourcetype>Open Access Repository</sourcetype><iscdi>true</iscdi><recordtype>patent</recordtype></control><display><type>patent</type><title>PROCESSO PARA A SINTESE DE AZETIDINONAS</title><source>esp@cenet</source><creator>TIMOTHY L. MCALLISTER ; CHIU, JOHN S ; XIAOYONG FU ; CHOU-HONG TANN ; CESAR COLON ; K. THIRUVENGADAM, TIRUVETTIPURAM</creator><creatorcontrib>TIMOTHY L. MCALLISTER ; CHIU, JOHN S ; XIAOYONG FU ; CHOU-HONG TANN ; CESAR COLON ; K. THIRUVENGADAM, TIRUVETTIPURAM</creatorcontrib><description>This invention provides a process for preparing the hypocholesterolemic compound (I) comprising: (a) reacting p-fluorobenzoylbutyric acid with pivaloyl chloride and acylating the product with a chiral auxiliary to obtain a ketone of formula (IV); (b) reducing the ketone of formula (IV) in the presence of a chiral catalyst to an alcohol; (c) reacting the chiral alcohol of step (b), an imine and a silyl protecting agent, then condensing the protected compounds to obtain a beta -(substituted-amino)amide of formula (VII); (d) cyclizing the beta -(substituted-amino)amide of formula (VII) with a silylating agent and a fluoride ion catalyst to obtain a protected lactam of formula (VIII); and removing the protecting groups. The intermediates of formulas (VII and VIII) are also claimed.</description><edition>7</edition><language>por</language><subject>ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAININGELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN,SULFUR, SELENIUM OR TELLURIUM ; APPARATUS THEREFOR ; CHEMISTRY ; GENERAL METHODS OF ORGANIC CHEMISTRY ; HETEROCYCLIC COMPOUNDS ; METALLURGY ; ORGANIC CHEMISTRY</subject><creationdate>2005</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=20051031&DB=EPODOC&CC=PT&NR=1137634E$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,780,885,25564,76547</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&date=20051031&DB=EPODOC&CC=PT&NR=1137634E$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>TIMOTHY L. MCALLISTER</creatorcontrib><creatorcontrib>CHIU, JOHN S</creatorcontrib><creatorcontrib>XIAOYONG FU</creatorcontrib><creatorcontrib>CHOU-HONG TANN</creatorcontrib><creatorcontrib>CESAR COLON</creatorcontrib><creatorcontrib>K. THIRUVENGADAM, TIRUVETTIPURAM</creatorcontrib><title>PROCESSO PARA A SINTESE DE AZETIDINONAS</title><description>This invention provides a process for preparing the hypocholesterolemic compound (I) comprising: (a) reacting p-fluorobenzoylbutyric acid with pivaloyl chloride and acylating the product with a chiral auxiliary to obtain a ketone of formula (IV); (b) reducing the ketone of formula (IV) in the presence of a chiral catalyst to an alcohol; (c) reacting the chiral alcohol of step (b), an imine and a silyl protecting agent, then condensing the protected compounds to obtain a beta -(substituted-amino)amide of formula (VII); (d) cyclizing the beta -(substituted-amino)amide of formula (VII) with a silylating agent and a fluoride ion catalyst to obtain a protected lactam of formula (VIII); and removing the protecting groups. The intermediates of formulas (VII and VIII) are also claimed.</description><subject>ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAININGELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN,SULFUR, SELENIUM OR TELLURIUM</subject><subject>APPARATUS THEREFOR</subject><subject>CHEMISTRY</subject><subject>GENERAL METHODS OF ORGANIC CHEMISTRY</subject><subject>HETEROCYCLIC COMPOUNDS</subject><subject>METALLURGY</subject><subject>ORGANIC CHEMISTRY</subject><fulltext>true</fulltext><rsrctype>patent</rsrctype><creationdate>2005</creationdate><recordtype>patent</recordtype><sourceid>EVB</sourceid><recordid>eNrjZFAPCPJ3dg0O9lcIcAxyVHBUCPb0C3ENdlVwcVVwjHIN8XTx9PP3cwzmYWBNS8wpTuWF0twMCm6uIc4euqkF-fGpxQWJyal5qSXxASGGhsbmZsYmrq7GRCgBAJoOI5Y</recordid><startdate>20051031</startdate><enddate>20051031</enddate><creator>TIMOTHY L. MCALLISTER</creator><creator>CHIU, JOHN S</creator><creator>XIAOYONG FU</creator><creator>CHOU-HONG TANN</creator><creator>CESAR COLON</creator><creator>K. THIRUVENGADAM, TIRUVETTIPURAM</creator><scope>EVB</scope></search><sort><creationdate>20051031</creationdate><title>PROCESSO PARA A SINTESE DE AZETIDINONAS</title><author>TIMOTHY L. MCALLISTER ; CHIU, JOHN S ; XIAOYONG FU ; CHOU-HONG TANN ; CESAR COLON ; K. THIRUVENGADAM, TIRUVETTIPURAM</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-epo_espacenet_PT1137634EE3</frbrgroupid><rsrctype>patents</rsrctype><prefilter>patents</prefilter><language>por</language><creationdate>2005</creationdate><topic>ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAININGELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN,SULFUR, SELENIUM OR TELLURIUM</topic><topic>APPARATUS THEREFOR</topic><topic>CHEMISTRY</topic><topic>GENERAL METHODS OF ORGANIC CHEMISTRY</topic><topic>HETEROCYCLIC COMPOUNDS</topic><topic>METALLURGY</topic><topic>ORGANIC CHEMISTRY</topic><toplevel>online_resources</toplevel><creatorcontrib>TIMOTHY L. MCALLISTER</creatorcontrib><creatorcontrib>CHIU, JOHN S</creatorcontrib><creatorcontrib>XIAOYONG FU</creatorcontrib><creatorcontrib>CHOU-HONG TANN</creatorcontrib><creatorcontrib>CESAR COLON</creatorcontrib><creatorcontrib>K. THIRUVENGADAM, TIRUVETTIPURAM</creatorcontrib><collection>esp@cenet</collection></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext_linktorsrc</fulltext></delivery><addata><au>TIMOTHY L. MCALLISTER</au><au>CHIU, JOHN S</au><au>XIAOYONG FU</au><au>CHOU-HONG TANN</au><au>CESAR COLON</au><au>K. THIRUVENGADAM, TIRUVETTIPURAM</au><format>patent</format><genre>patent</genre><ristype>GEN</ristype><title>PROCESSO PARA A SINTESE DE AZETIDINONAS</title><date>2005-10-31</date><risdate>2005</risdate><abstract>This invention provides a process for preparing the hypocholesterolemic compound (I) comprising: (a) reacting p-fluorobenzoylbutyric acid with pivaloyl chloride and acylating the product with a chiral auxiliary to obtain a ketone of formula (IV); (b) reducing the ketone of formula (IV) in the presence of a chiral catalyst to an alcohol; (c) reacting the chiral alcohol of step (b), an imine and a silyl protecting agent, then condensing the protected compounds to obtain a beta -(substituted-amino)amide of formula (VII); (d) cyclizing the beta -(substituted-amino)amide of formula (VII) with a silylating agent and a fluoride ion catalyst to obtain a protected lactam of formula (VIII); and removing the protecting groups. The intermediates of formulas (VII and VIII) are also claimed.</abstract><edition>7</edition><oa>free_for_read</oa></addata></record> |
| fulltext | fulltext_linktorsrc |
| identifier | |
| ispartof | |
| issn | |
| language | por |
| recordid | cdi_epo_espacenet_PT1137634EE |
| source | esp@cenet |
| subjects | ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAININGELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN,SULFUR, SELENIUM OR TELLURIUM APPARATUS THEREFOR CHEMISTRY GENERAL METHODS OF ORGANIC CHEMISTRY HETEROCYCLIC COMPOUNDS METALLURGY ORGANIC CHEMISTRY |
| title | PROCESSO PARA A SINTESE DE AZETIDINONAS |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-19T03%3A57%3A33IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-epo_EVB&rft_val_fmt=info:ofi/fmt:kev:mtx:patent&rft.genre=patent&rft.au=TIMOTHY%20L.%20MCALLISTER&rft.date=2005-10-31&rft_id=info:doi/&rft_dat=%3Cepo_EVB%3EPT1137634EE%3C/epo_EVB%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true |