Catalytic Carbonylation of Functionalized Diamines: Application to the Core Structure of DMP 323 and DMP 450
W(CO)6-catalyzed carbonylation provides an alternative to phosgene or phosgene derivatives such as 1,1-carbonyldiimidazole (CDI) for the conversion of amines to ureas. As an illustration, the core structure of the HIV protease inhibitors DMP 323 and DMP 450 has been prepared by catalytic carbonylati...
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Veröffentlicht in: | Journal of organic chemistry 2003-02, Vol.68 (4), p.1615-1617 |
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container_title | Journal of organic chemistry |
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creator | Hylton, Keisha-Gay Main, A. Denise McElwee-White, Lisa |
description | W(CO)6-catalyzed carbonylation provides an alternative to phosgene or phosgene derivatives such as 1,1-carbonyldiimidazole (CDI) for the conversion of amines to ureas. As an illustration, the core structure of the HIV protease inhibitors DMP 323 and DMP 450 has been prepared by catalytic carbonylation of diamine intermediates from the original syntheses. |
doi_str_mv | 10.1021/jo026816v |
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Denise</creatorcontrib><creatorcontrib>McElwee-White, Lisa</creatorcontrib><title>Catalytic Carbonylation of Functionalized Diamines: Application to the Core Structure of DMP 323 and DMP 450</title><title>Journal of organic chemistry</title><addtitle>J. Org. Chem</addtitle><description>W(CO)6-catalyzed carbonylation provides an alternative to phosgene or phosgene derivatives such as 1,1-carbonyldiimidazole (CDI) for the conversion of amines to ureas. As an illustration, the core structure of the HIV protease inhibitors DMP 323 and DMP 450 has been prepared by catalytic carbonylation of diamine intermediates from the original syntheses.</description><subject>Azepines - chemical synthesis</subject><subject>Carbon Compounds, Inorganic - chemistry</subject><subject>Catalysis</subject><subject>Chemistry</subject><subject>Diamines - chemistry</subject><subject>Exact sciences and technology</subject><subject>Heterocyclic compounds</subject><subject>Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives</subject><subject>HIV Protease Inhibitors - chemical synthesis</subject><subject>Molecular Structure</subject><subject>Organic chemistry</subject><subject>Preparations and properties</subject><subject>Tungsten - chemistry</subject><subject>Urea - analogs & derivatives</subject><subject>Urea - chemical synthesis</subject><issn>0022-3263</issn><issn>1520-6904</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2003</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNptkc1uEzEUhS0EomlhwQsgb0DqYsA_GXvCrpqQgCgiUsLauuMf4TIZp7YHEVZseU2eBLeJmg1e2Efyp3OPjxF6QckbShh9exMIEw0VPx6hCa0ZqcSMTB-jCSGMVZwJfobOU7ohZdV1_RSdUVY39YzOJii0kKHfZ69xC7ELw76H7MOAg8OLcdB3Gnr_yxo897D1g03v_v7-g692u97rA5oDzt8sbkO0eJ3jqPNYVDGYf15hzjiGwdzraU2eoScO-mSfH88L9HXxftN-qK6_LD-2V9cVcDnLFXPQcDCgbScb7kzDteDcOWula4ypp-VVJb80UljTCSd12aHpjBCU647wC_T64LuL4Xa0KautT9r2PQw2jElJTlhxaQp4eQB1DClF69Qu-i3EvaJE3bWrHtot7Muj6dhtrTmRxzoL8OoIQNLQuwiD9unETQsl74dWB86nbH8-3EP8roTkslab1Vot1qvNfPNpqZYnX9Cp5Blj-ZP0n4D_AAA4ngE</recordid><startdate>20030221</startdate><enddate>20030221</enddate><creator>Hylton, Keisha-Gay</creator><creator>Main, A. 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Denise ; McElwee-White, Lisa</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a379t-2fa83adaceb783fd83c633ffee7f8dd543269197d76edb6f7cdb6a8bd6613cb03</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2003</creationdate><topic>Azepines - chemical synthesis</topic><topic>Carbon Compounds, Inorganic - chemistry</topic><topic>Catalysis</topic><topic>Chemistry</topic><topic>Diamines - chemistry</topic><topic>Exact sciences and technology</topic><topic>Heterocyclic compounds</topic><topic>Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives</topic><topic>HIV Protease Inhibitors - chemical synthesis</topic><topic>Molecular Structure</topic><topic>Organic chemistry</topic><topic>Preparations and properties</topic><topic>Tungsten - chemistry</topic><topic>Urea - analogs & derivatives</topic><topic>Urea - chemical synthesis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Hylton, Keisha-Gay</creatorcontrib><creatorcontrib>Main, A. Denise</creatorcontrib><creatorcontrib>McElwee-White, Lisa</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Hylton, Keisha-Gay</au><au>Main, A. Denise</au><au>McElwee-White, Lisa</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Catalytic Carbonylation of Functionalized Diamines: Application to the Core Structure of DMP 323 and DMP 450</atitle><jtitle>Journal of organic chemistry</jtitle><addtitle>J. Org. Chem</addtitle><date>2003-02-21</date><risdate>2003</risdate><volume>68</volume><issue>4</issue><spage>1615</spage><epage>1617</epage><pages>1615-1617</pages><issn>0022-3263</issn><eissn>1520-6904</eissn><coden>JOCEAH</coden><abstract>W(CO)6-catalyzed carbonylation provides an alternative to phosgene or phosgene derivatives such as 1,1-carbonyldiimidazole (CDI) for the conversion of amines to ureas. As an illustration, the core structure of the HIV protease inhibitors DMP 323 and DMP 450 has been prepared by catalytic carbonylation of diamine intermediates from the original syntheses.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><pmid>12585919</pmid><doi>10.1021/jo026816v</doi><tpages>3</tpages></addata></record> |
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source | MEDLINE; ACS Publications |
subjects | Azepines - chemical synthesis Carbon Compounds, Inorganic - chemistry Catalysis Chemistry Diamines - chemistry Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives HIV Protease Inhibitors - chemical synthesis Molecular Structure Organic chemistry Preparations and properties Tungsten - chemistry Urea - analogs & derivatives Urea - chemical synthesis |
title | Catalytic Carbonylation of Functionalized Diamines: Application to the Core Structure of DMP 323 and DMP 450 |
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