Original and efficient synthesis of 2:1-[α/aza]-oligomer precursors
Six examples of Boc-AzaXaa-Xbb-OMe. The preparation of 2:1-[α/aza]-oligomer precursors is described via Mitsunobu and exchange of protecting groups protocols in four steps in good yields starting from N- tert-butyloxycarbonylaminophtalimide. Conformational studies showed that these building blocks f...
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Veröffentlicht in: | Tetrahedron letters 2009-07, Vol.50 (28), p.4158-4160 |
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creator | Abbas, Cécile Pickaert, Guillaume Didierjean, Claude Grégoire, Brigitte Jamart Vanderesse, Régis |
description | Six examples of Boc-AzaXaa-Xbb-OMe.
The preparation of 2:1-[α/aza]-oligomer precursors is described via Mitsunobu and exchange of protecting groups protocols in four steps in good yields starting from
N-
tert-butyloxycarbonylaminophtalimide. Conformational studies showed that these building blocks further led to β-turn-like folded 2:1-[α/aza]-trimer which suggests that they are good candidates to form foldamers. |
doi_str_mv | 10.1016/j.tetlet.2009.04.131 |
format | Article |
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The preparation of 2:1-[α/aza]-oligomer precursors is described via Mitsunobu and exchange of protecting groups protocols in four steps in good yields starting from
N-
tert-butyloxycarbonylaminophtalimide. Conformational studies showed that these building blocks further led to β-turn-like folded 2:1-[α/aza]-trimer which suggests that they are good candidates to form foldamers.</description><identifier>ISSN: 0040-4039</identifier><identifier>EISSN: 1873-3581</identifier><identifier>DOI: 10.1016/j.tetlet.2009.04.131</identifier><language>eng</language><publisher>Elsevier Ltd</publisher><subject>Azapeptide ; Chemical Sciences ; Exchange of protecting group ; Mitsunobu ; Pseudopeptide</subject><ispartof>Tetrahedron letters, 2009-07, Vol.50 (28), p.4158-4160</ispartof><rights>2009 Elsevier Ltd</rights><rights>Distributed under a Creative Commons Attribution 4.0 International License</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c340t-d9794076187ef5dcd9e3f791490a501c61d5fab89e314225879833706e93e38a3</citedby><cites>FETCH-LOGICAL-c340t-d9794076187ef5dcd9e3f791490a501c61d5fab89e314225879833706e93e38a3</cites><orcidid>0000-0002-3176-8974</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.tetlet.2009.04.131$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>230,314,777,781,882,3537,27905,27906,45976</link.rule.ids><backlink>$$Uhttps://hal.science/hal-04483105$$DView record in HAL$$Hfree_for_read</backlink></links><search><creatorcontrib>Abbas, Cécile</creatorcontrib><creatorcontrib>Pickaert, Guillaume</creatorcontrib><creatorcontrib>Didierjean, Claude</creatorcontrib><creatorcontrib>Grégoire, Brigitte Jamart</creatorcontrib><creatorcontrib>Vanderesse, Régis</creatorcontrib><title>Original and efficient synthesis of 2:1-[α/aza]-oligomer precursors</title><title>Tetrahedron letters</title><description>Six examples of Boc-AzaXaa-Xbb-OMe.
The preparation of 2:1-[α/aza]-oligomer precursors is described via Mitsunobu and exchange of protecting groups protocols in four steps in good yields starting from
N-
tert-butyloxycarbonylaminophtalimide. Conformational studies showed that these building blocks further led to β-turn-like folded 2:1-[α/aza]-trimer which suggests that they are good candidates to form foldamers.</description><subject>Azapeptide</subject><subject>Chemical Sciences</subject><subject>Exchange of protecting group</subject><subject>Mitsunobu</subject><subject>Pseudopeptide</subject><issn>0040-4039</issn><issn>1873-3581</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2009</creationdate><recordtype>article</recordtype><recordid>eNp9kMFKw0AQhhdRsFbfwEOuHpLOZjfJrgeh1GqFQi96ElnWZLbdkiZlNxbqW_kiPpMbIh6dy8Dw_z_zf4RcU0go0HyyTTrsauySFEAmwBPK6AkZUVGwmGWCnpIRAIeYA5Pn5ML7LYTJBYzI_crZtW10HemmitAYW1psusgfm26D3vqoNVF6S-PX76-J_tRvcVvbdbtDF-0dlh_Ot85fkjOja49Xv3tMXh7mz7NFvFw9Ps2my7hkHLq4koXkUOThLzRZVVYSmSkk5RJ0BrTMaZUZ_S7CmfI0zUQhBWMF5CgZMqHZmNwMuRtdq72zO-2OqtVWLaZL1d-Ac8EoZAcatHzQlq713qH5M1BQPTW1VQM11VMLVhWoBdvdYMPQ42DRKd8DKbGyoW6nqtb-H_AD_AN2lQ</recordid><startdate>20090715</startdate><enddate>20090715</enddate><creator>Abbas, Cécile</creator><creator>Pickaert, Guillaume</creator><creator>Didierjean, Claude</creator><creator>Grégoire, Brigitte Jamart</creator><creator>Vanderesse, Régis</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>AAYXX</scope><scope>CITATION</scope><scope>1XC</scope><orcidid>https://orcid.org/0000-0002-3176-8974</orcidid></search><sort><creationdate>20090715</creationdate><title>Original and efficient synthesis of 2:1-[α/aza]-oligomer precursors</title><author>Abbas, Cécile ; Pickaert, Guillaume ; Didierjean, Claude ; Grégoire, Brigitte Jamart ; Vanderesse, Régis</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c340t-d9794076187ef5dcd9e3f791490a501c61d5fab89e314225879833706e93e38a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2009</creationdate><topic>Azapeptide</topic><topic>Chemical Sciences</topic><topic>Exchange of protecting group</topic><topic>Mitsunobu</topic><topic>Pseudopeptide</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Abbas, Cécile</creatorcontrib><creatorcontrib>Pickaert, Guillaume</creatorcontrib><creatorcontrib>Didierjean, Claude</creatorcontrib><creatorcontrib>Grégoire, Brigitte Jamart</creatorcontrib><creatorcontrib>Vanderesse, Régis</creatorcontrib><collection>CrossRef</collection><collection>Hyper Article en Ligne (HAL)</collection><jtitle>Tetrahedron letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Abbas, Cécile</au><au>Pickaert, Guillaume</au><au>Didierjean, Claude</au><au>Grégoire, Brigitte Jamart</au><au>Vanderesse, Régis</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Original and efficient synthesis of 2:1-[α/aza]-oligomer precursors</atitle><jtitle>Tetrahedron letters</jtitle><date>2009-07-15</date><risdate>2009</risdate><volume>50</volume><issue>28</issue><spage>4158</spage><epage>4160</epage><pages>4158-4160</pages><issn>0040-4039</issn><eissn>1873-3581</eissn><abstract>Six examples of Boc-AzaXaa-Xbb-OMe.
The preparation of 2:1-[α/aza]-oligomer precursors is described via Mitsunobu and exchange of protecting groups protocols in four steps in good yields starting from
N-
tert-butyloxycarbonylaminophtalimide. Conformational studies showed that these building blocks further led to β-turn-like folded 2:1-[α/aza]-trimer which suggests that they are good candidates to form foldamers.</abstract><pub>Elsevier Ltd</pub><doi>10.1016/j.tetlet.2009.04.131</doi><tpages>3</tpages><orcidid>https://orcid.org/0000-0002-3176-8974</orcidid></addata></record> |
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source | Elsevier ScienceDirect Journals |
subjects | Azapeptide Chemical Sciences Exchange of protecting group Mitsunobu Pseudopeptide |
title | Original and efficient synthesis of 2:1-[α/aza]-oligomer precursors |
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