Simple One-Pot Synthesis of New Derivatives of the Macrocyclic Aminal 1,3,7,9,13,15,19,21-octaazapentacyclo-[19.3.1.13,7.19,13.115,19]octacosane (OAPO)

A series of 2,2′-(dihydropyrimidine-1,3(2H,4H)-diyldimethanediyl)bis(substituted-phenols) was synthesized using a Mannich-type reaction between the macrocyclic aminal 1,3,7,9,13,15,19,21- ctaazapentacyclo[19.3.1.13,7.19,13.115,19]octacosane (OAPO) (1) and substituted phenols in basic media. These pr...

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Autores:: Alcázar Franco, Daniel Jesús

Tipo de recurso:: Article of journal

Fecha de publicación:: 2013

Institución:: Corporación Universidad de la Costa

Repositorio:: REDICUC - Repositorio CUC

Idioma:: eng

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dc.title.eng.fl_str_mv	Simple One-Pot Synthesis of New Derivatives of the Macrocyclic Aminal 1,3,7,9,13,15,19,21-octaazapentacyclo-[19.3.1.13,7.19,13.115,19]octacosane (OAPO)
title	Simple One-Pot Synthesis of New Derivatives of the Macrocyclic Aminal 1,3,7,9,13,15,19,21-octaazapentacyclo-[19.3.1.13,7.19,13.115,19]octacosane (OAPO)
spellingShingle	Simple One-Pot Synthesis of New Derivatives of the Macrocyclic Aminal 1,3,7,9,13,15,19,21-octaazapentacyclo-[19.3.1.13,7.19,13.115,19]octacosane (OAPO) Anomeric effect Hexahydropyrimidine Mannich bases Ortho-regioselectivity
title_short	Simple One-Pot Synthesis of New Derivatives of the Macrocyclic Aminal 1,3,7,9,13,15,19,21-octaazapentacyclo-[19.3.1.13,7.19,13.115,19]octacosane (OAPO)
title_full	Simple One-Pot Synthesis of New Derivatives of the Macrocyclic Aminal 1,3,7,9,13,15,19,21-octaazapentacyclo-[19.3.1.13,7.19,13.115,19]octacosane (OAPO)
title_fullStr	Simple One-Pot Synthesis of New Derivatives of the Macrocyclic Aminal 1,3,7,9,13,15,19,21-octaazapentacyclo-[19.3.1.13,7.19,13.115,19]octacosane (OAPO)
title_full_unstemmed	Simple One-Pot Synthesis of New Derivatives of the Macrocyclic Aminal 1,3,7,9,13,15,19,21-octaazapentacyclo-[19.3.1.13,7.19,13.115,19]octacosane (OAPO)
title_sort	Simple One-Pot Synthesis of New Derivatives of the Macrocyclic Aminal 1,3,7,9,13,15,19,21-octaazapentacyclo-[19.3.1.13,7.19,13.115,19]octacosane (OAPO)
dc.creator.fl_str_mv	Alcázar Franco, Daniel Jesús
dc.contributor.author.spa.fl_str_mv	Alcázar Franco, Daniel Jesús
dc.subject.eng.fl_str_mv	Anomeric effect Hexahydropyrimidine Mannich bases Ortho-regioselectivity
topic	Anomeric effect Hexahydropyrimidine Mannich bases Ortho-regioselectivity
description	A series of 2,2′-(dihydropyrimidine-1,3(2H,4H)-diyldimethanediyl)bis(substituted-phenols) was synthesized using a Mannich-type reaction between the macrocyclic aminal 1,3,7,9,13,15,19,21- ctaazapentacyclo[19.3.1.13,7.19,13.115,19]octacosane (OAPO) (1) and substituted phenols in basic media. These previously unreported compounds were separated from the reaction mixture by column chromatography in highly pure form with 25–75% yields. The most stable conformer was predicted using AM1-type semiempirical quantum chemical calculations
publishDate	2013
dc.date.issued.none.fl_str_mv	2013
dc.date.accessioned.none.fl_str_mv	2018-11-22T15:02:50Z
dc.date.available.none.fl_str_mv	2018-11-22T15:02:50Z
dc.type.spa.fl_str_mv	Artículo de revista
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dc.type.content.spa.fl_str_mv	Text
dc.type.driver.spa.fl_str_mv	info:eu-repo/semantics/article
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dc.identifier.issn.spa.fl_str_mv	1532-2432
dc.identifier.uri.spa.fl_str_mv	http://hdl.handle.net/11323/1710
dc.identifier.instname.spa.fl_str_mv	Corporación Universidad de la Costa
dc.identifier.reponame.spa.fl_str_mv	REDICUC - Repositorio CUC
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identifier_str_mv	1532-2432 Corporación Universidad de la Costa REDICUC - Repositorio CUC
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dc.language.iso.none.fl_str_mv	eng
language	eng
dc.rights.accessrights.spa.fl_str_mv	info:eu-repo/semantics/openAccess
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dc.publisher.spa.fl_str_mv	Universidad de la Costa CUC
institution	Corporación Universidad de la Costa
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spelling	Alcázar Franco, Daniel Jesús2018-11-22T15:02:50Z2018-11-22T15:02:50Z20131532-2432http://hdl.handle.net/11323/1710Corporación Universidad de la CostaREDICUC - Repositorio CUChttps://repositorio.cuc.edu.co/A series of 2,2′-(dihydropyrimidine-1,3(2H,4H)-diyldimethanediyl)bis(substituted-phenols) was synthesized using a Mannich-type reaction between the macrocyclic aminal 1,3,7,9,13,15,19,21- ctaazapentacyclo[19.3.1.13,7.19,13.115,19]octacosane (OAPO) (1) and substituted phenols in basic media. These previously unreported compounds were separated from the reaction mixture by column chromatography in highly pure form with 25–75% yields. The most stable conformer was predicted using AM1-type semiempirical quantum chemical calculationsAlcázar Franco, Daniel Jesús-dbf6b1ea-fa4f-44e8-ad2c-245c2b8e5130-600engUniversidad de la Costa CUCAnomeric effectHexahydropyrimidineMannich basesOrtho-regioselectivitySimple One-Pot Synthesis of New Derivatives of the Macrocyclic Aminal 1,3,7,9,13,15,19,21-octaazapentacyclo-[19.3.1.13,7.19,13.115,19]octacosane (OAPO)Artículo de revistahttp://purl.org/coar/resource_type/c_6501http://purl.org/coar/resource_type/c_2df8fbb1Textinfo:eu-repo/semantics/articlehttp://purl.org/redcol/resource_type/ARTinfo:eu-repo/semantics/acceptedVersioninfo:eu-repo/semantics/openAccesshttp://purl.org/coar/access_right/c_abf2PublicationORIGINALSIMPLE ONE.pdfSIMPLE ONE.pdfapplication/pdf179814https://repositorio.cuc.edu.co/bitstreams/07d96de1-44bc-48f5-b440-f77af3121c75/downloadee604907d030750907924bcdce207180MD51LICENSElicense.txtlicense.txttext/plain; charset=utf-81748https://repositorio.cuc.edu.co/bitstreams/fe56dbfc-344f-4611-98bf-e3f5d0e1e97e/download8a4605be74aa9ea9d79846c1fba20a33MD52THUMBNAILSIMPLE ONE.pdf.jpgSIMPLE ONE.pdf.jpgimage/jpeg26191https://repositorio.cuc.edu.co/bitstreams/e5e7f756-e101-45d4-ae1b-d359a4011add/downloadb2c81a36f9eade64484ef5bc9fc2930eMD54TEXTSIMPLE ONE.pdf.txtSIMPLE ONE.pdf.txttext/plain713https://repositorio.cuc.edu.co/bitstreams/9096a041-8d45-45ae-a1af-6c5d48e16931/download91f71ecddb36be1d3e62ceef1ab453f7MD5511323/1710oai:repositorio.cuc.edu.co:11323/17102024-09-16 16:50:26.147open.accesshttps://repositorio.cuc.edu.coRepositorio de la Universidad de la Costa CUCrepdigital@cuc.edu.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

Simple One-Pot Synthesis of New Derivatives of the Macrocyclic Aminal 1,3,7,9,13,15,19,21-octaazapentacyclo-[19.3.1.13,7.19,13.115,19]octacosane (OAPO)

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