{"id":63811,"date":"2008-04-04T00:00:00","date_gmt":"2008-04-04T00:00:00","guid":{"rendered":"https:\/\/www.deberes.net\/tesis\/sin-categoria\/nuevas-estrategias-para-la-sa%c2%adntesis-de-depsipeptidos\/"},"modified":"2008-04-04T00:00:00","modified_gmt":"2008-04-04T00:00:00","slug":"nuevas-estrategias-para-la-sa%c2%adntesis-de-depsipeptidos","status":"publish","type":"post","link":"https:\/\/www.deberes.net\/tesis\/quimica-organica\/nuevas-estrategias-para-la-sa%c2%adntesis-de-depsipeptidos\/","title":{"rendered":"Nuevas estrategias para la s\u00edntesis de depsip\u00e9ptidos"},"content":{"rendered":"<h2>Tesis doctoral de <strong> Javier Ruiz Rodr\u00edguez <\/strong><\/h2>\n<p>Esta tesis consta de tres cap\u00edtulos bien diferenciados: en el primero de ellos se pone a punto una metodolog\u00eda para el empleo de hfa-lactones en s\u00edntesis en fase s\u00f3lida. La hexafluoroacetona (hfa) es un reactivo que es capaz de reaccionar con alfa-amino, alfa -hidroxi o alfa -mercapto\u00e1cidos generando las correspondientes lactonas. \u00e9stas, tienen la caracter\u00edstica de ser unas mol\u00e9culas cuyo \u00e1cido carbox\u00edlico se encuentra activado a nucle\u00f3filos y su funci\u00f3n en alfa, estar protegida. Cuando estos compuestos reaccionan con una amina en fase s\u00f3lida no necesitan el empleo de ning\u00fan aditivo ni la desprotecci\u00f3n de la funci\u00f3n en alfa, ya que esta es autodesprotegida autom\u00e1ticamente[1]. Esta estrategia tambi\u00e9n ha sido extendida a \u00edY -hidroxi\u00e1cidos, consiguiendo lactons con las mismas caracter\u00edsticas[2]. el segundo de los cap\u00edtulos, trata sobre la s\u00edntesis de \u00edY-hidroxi\u00e1cidos con las cadenas laterales de los amino\u00e1cidos proteinog\u00e9nicos. Para la preparaci\u00f3n de estos compuestos nos basamos en la reacci\u00f3n de arndt-eistert, mediante la cual se transforma un a-hidroxi\u00e1cido en un \u00edY -hidroxi\u00e1cido[3]. el tercero de los cap\u00edtulos, trata sobre la s\u00edntesis de biciclodepsip\u00e9ptidos. Con la s\u00edntesis de esta clase de compuestos se ha intentado la s\u00edntesis de dimeros de un compuesto bioactivo con la finalidad de mejorar su actividad. Para ello se utiliz\u00f3 el \u00e1cido tart\u00e1rico y el \u00e1cido 3-hidroxiasp\u00e1rtico como nexo de uni\u00f3n de ambos ciclos. Adem\u00e1s, se ha descrito la s\u00edntesis del is\u00f3mero (s,s)-treo del \u00e1cido 3-aminoasp\u00e1rtico. [1] albericio, fernando; burger, klaus; ruiz-rodr\u00edguez, javier; spengler, jan. A new strategy for solid-phase depsipeptide synthesis using recoverable building blocks. Org. Lett., 2005, 7, 597-600. [2] spengler, jan; ruiz-rodr\u00edguez, javier; yraola, francesc; royo, miriam; winter, manfred; burger, klaus; albericio, fernando. A novel protecting\/activating strategy for a-hydroxy acids and its use in convergent peptide synthesis. J. Org. Chem., 2008, 73, 2311-2314. [3] spengler, jan; ruiz-rodr\u00edguez, javier; burger, klaus; albericio, fernando. Homologation of a-hydroxy acids to a-unsubstituted a-hydroxycarboxamides via arndt-eistert reaction. Tetrahedron lett., 2006, 47, 4557-4560.<\/p>\n<p>&nbsp;<\/p>\n<h3>Datos acad\u00e9micos de la tesis doctoral \u00ab<strong>Nuevas estrategias para la s\u00edntesis de depsip\u00e9ptidos<\/strong>\u00ab<\/h3>\n<ul>\n<li><strong>T\u00edtulo de la tesis:<\/strong>\u00a0 Nuevas estrategias para la s\u00edntesis de depsip\u00e9ptidos <\/li>\n<li><strong>Autor:<\/strong>\u00a0 Javier Ruiz Rodr\u00edguez <\/li>\n<li><strong>Universidad:<\/strong>\u00a0 Barcelona<\/li>\n<li><strong>Fecha de lectura de la tesis:<\/strong>\u00a0 04\/04\/2008<\/li>\n<\/ul>\n<p>&nbsp;<\/p>\n<h3>Direcci\u00f3n y tribunal<\/h3>\n<ul>\n<li><strong>Director de la tesis<\/strong>\n<ul>\n<li>Fernando Albericio Palomera<\/li>\n<\/ul>\n<\/li>\n<li><strong>Tribunal<\/strong>\n<ul>\n<li>Presidente del tribunal: ernest Giralt lledo <\/li>\n<li>anna Roglans ribas (vocal)<\/li>\n<li>Carlos Cativiela (vocal)<\/li>\n<li>Francisco Sarabia (vocal)<\/li>\n<\/ul>\n<\/li>\n<\/ul>\n<p>&nbsp;<\/p>\n","protected":false},"excerpt":{"rendered":"<p>Tesis doctoral de Javier Ruiz Rodr\u00edguez Esta tesis consta de tres cap\u00edtulos bien diferenciados: en el primero de ellos se [&hellip;]<\/p>\n","protected":false},"author":1,"featured_media":0,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"site-sidebar-layout":"default","site-content-layout":"","ast-site-content-layout":"","site-content-style":"default","site-sidebar-style":"default","ast-global-header-display":"","ast-banner-title-visibility":"","ast-main-header-display":"","ast-hfb-above-header-display":"","ast-hfb-below-header-display":"","ast-hfb-mobile-header-display":"","site-post-title":"","ast-breadcrumbs-content":"","ast-featured-img":"","footer-sml-layout":"","theme-transparent-header-meta":"","adv-header-id-meta":"","stick-header-meta":"","header-above-stick-meta":"","header-main-stick-meta":"","header-below-stick-meta":"","astra-migrate-meta-layouts":"default","ast-page-background-enabled":"default","ast-page-background-meta":{"desktop":{"background-color":"var(--ast-global-color-4)","background-image":"","background-repeat":"repeat","background-position":"center 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