A concise synthesis of biaryl PDE4D allosteric modulators
The optimization and synthesis of biaryl PDE4D allosteric modulator D159687 was achieved on gram scale via a concise two-step process. The synthesis features sequential chemoselective Suzuki coupling reactions taking advantage of different reactivity profiles of benzyl versus aryl halides. The metho...
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| Veröffentlicht in: | Tetrahedron letters 2013-05, Vol.54 (21), p.2737-2739 |
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| creator | Dalby, Amy Mo, Xuesheng Stoa, Robert Wroblewski, Nathaniel Zhang, Zheng Hagen, Timothy J. |
| description | The optimization and synthesis of biaryl PDE4D allosteric modulator D159687 was achieved on gram scale via a concise two-step process. The synthesis features sequential chemoselective Suzuki coupling reactions taking advantage of different reactivity profiles of benzyl versus aryl halides. The method was then applied to the synthesis of two additional PDE4D allosteric modulators, D159404 and D159153. The efficient synthesis of these PDE4 allosteric modulators will allow for further biological evaluation of these compounds and the method developed will empower rapid analog formation through combinatorial chemical means. |
| doi_str_mv | 10.1016/j.tetlet.2013.03.063 |
| format | Article |
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The efficient synthesis of these PDE4 allosteric modulators will allow for further biological evaluation of these compounds and the method developed will empower rapid analog formation through combinatorial chemical means.</description><subject>Aromatic compounds</subject><subject>Biaryls</subject><subject>Chemical reactions</subject><subject>Combinatorial analysis</subject><subject>Cross-coupling</subject><subject>Formations</subject><subject>Homogeneous catalysis</subject><subject>Medicinal chemistry</subject><subject>Modulators</subject><subject>Optimization</subject><subject>Palladium</subject><subject>Synthesis (chemistry)</subject><subject>Tetrahedrons</subject><issn>0040-4039</issn><issn>1873-3581</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><recordid>eNp9UMtOwzAQtBBIlMcfcMiRS4IdO7FzQara8pAqwQHOVmKvhSu3Ll4XqX9PqnBmNdJeZmZ3hpA7RitGWfuwqTLkALmqKeMVHdHyMzJjSvKSN4qdkxmlgpaC8u6SXCFu6DitojPSzQsTd8YjFHjc5S9Aj0V0xeD7dAzF-3IllkUfQsQMyZtiG-0h9DkmvCEXrg8It3_7mnw-rT4WL-X67fl1MV-XhvMul6CkGgahmHVKscFwYWRrBu6azp7ehQ4617CB165tastYI6G2TjJleyFUw6_J_eS7T_H7AJj11qOBEPodxANqJoWQlEpRj1QxUU2KiAmc3ie_HYNoRvWpKb3RU1P6dFrTES0fZY-TDMYYPx6SRuNhZ8D6BCZrG_3_Br-19nK6</recordid><startdate>20130522</startdate><enddate>20130522</enddate><creator>Dalby, Amy</creator><creator>Mo, Xuesheng</creator><creator>Stoa, Robert</creator><creator>Wroblewski, Nathaniel</creator><creator>Zhang, Zheng</creator><creator>Hagen, Timothy J.</creator><general>Elsevier Ltd</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope></search><sort><creationdate>20130522</creationdate><title>A concise synthesis of biaryl PDE4D allosteric modulators</title><author>Dalby, Amy ; Mo, Xuesheng ; Stoa, Robert ; Wroblewski, Nathaniel ; Zhang, Zheng ; Hagen, Timothy J.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c339t-e878bb481df881bc34c76cb3f59d2013e9e9f51b32f652d1157e2df718da44853</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>Aromatic compounds</topic><topic>Biaryls</topic><topic>Chemical reactions</topic><topic>Combinatorial analysis</topic><topic>Cross-coupling</topic><topic>Formations</topic><topic>Homogeneous catalysis</topic><topic>Medicinal chemistry</topic><topic>Modulators</topic><topic>Optimization</topic><topic>Palladium</topic><topic>Synthesis (chemistry)</topic><topic>Tetrahedrons</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Dalby, Amy</creatorcontrib><creatorcontrib>Mo, Xuesheng</creatorcontrib><creatorcontrib>Stoa, Robert</creatorcontrib><creatorcontrib>Wroblewski, Nathaniel</creatorcontrib><creatorcontrib>Zhang, Zheng</creatorcontrib><creatorcontrib>Hagen, Timothy J.</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Tetrahedron letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Dalby, Amy</au><au>Mo, Xuesheng</au><au>Stoa, Robert</au><au>Wroblewski, Nathaniel</au><au>Zhang, Zheng</au><au>Hagen, Timothy J.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A concise synthesis of biaryl PDE4D allosteric modulators</atitle><jtitle>Tetrahedron letters</jtitle><date>2013-05-22</date><risdate>2013</risdate><volume>54</volume><issue>21</issue><spage>2737</spage><epage>2739</epage><pages>2737-2739</pages><issn>0040-4039</issn><eissn>1873-3581</eissn><abstract>The optimization and synthesis of biaryl PDE4D allosteric modulator D159687 was achieved on gram scale via a concise two-step process. 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| source | Elsevier ScienceDirect Journals |
| subjects | Aromatic compounds Biaryls Chemical reactions Combinatorial analysis Cross-coupling Formations Homogeneous catalysis Medicinal chemistry Modulators Optimization Palladium Synthesis (chemistry) Tetrahedrons |
| title | A concise synthesis of biaryl PDE4D allosteric modulators |
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