Amb motiu del tancament d'estiu, la validació de documents es reprendrà a partir del 28 d'agost de 2026. Disculpeu les molèsties.
Con motivo del cierre de verano, la validación de documentos se reanudará a partir del 28 de agosto de 2026. Disculpad las molestias
Due to the summer closure, document validation will resume starting August 28, 2026. We apologize for any inconvenience.

Fitxers

Hernandez Lladó Pol.pdf (2.69 MB)

Tipus de document

Treball de fi de grau

Data de publicació

2017-06

Llicència de publicació

cc-by-nc-nd (c) Hernàndez, 2017
Si us plau utilitzeu sempre aquest identificador per citar o enllaçar aquest document: https://hdl.handle.net/2445/116060

Asymmetric organocatalytic synthesis of dinucleoside phosphorothioates. Towards antisense therapy

Títol de la revista

Autors

Director/Tutor

ISSN de la revista

Títol del volum

Recurs relacionat

Resum

Phosphorothioate oligonucleotides have been deeply studied as antisense therapy drugs. Their stereoselective synthesis, however, still depends on the use of chiral auxiliaries or modifications on the individual nucleosides, which slow their synthesis and increase costs. A catalytic asymmetric synthesis of these oligonucleotides would therefore be of great interest. Herein the catalytic asymmetric synthesis of dinucleoside phosphorothioates is attempted. After failing to optimise the conditions for the coupling using 4-DMAP-N-oxides as nucleophilic catalysts, hydrogen bond donors were envisaged as potential catalysts. Through the use of bifunctional thioureas containing a tethered amine, adequate conditions for the coupling were found and diastereoselectivity could be measured. Although low conversions were obtained, moderate selectivities were achieved for the synthesis of these dinucleosides

Descripció

Treballs Finals de Grau de Química, Facultat de Química, Universitat de Barcelona, Any: 2017, Tutors: Alan C. Spivey, Fèlix Urpí

Matèries

Nucleòtids, Compostos orgànics, Catàlisi asimètrica, Treballs de fi de grau

Matèries (anglès)

Nucleotides, Organic compounds, Enantioselective catalysis, Bachelor's theses

Citació

Col·leccions

Treballs Finals de Grau (TFG) - Química

Citació

HERNÁNDEZ LLADÓ, Pol. Asymmetric organocatalytic synthesis of dinucleoside phosphorothioates. Towards antisense therapy. [consulted: 6 of August of 2026]. Available at: https://hdl.handle.net/2445/116060

Exportar metadades

JSON - METS

Compartir registre