Carbohydrates as future drugs. Synthesis of (2-naphthyl) β-D-xylopiranoside or XylNap and subsequent transformation of 2- and 4-positions.

Sendra Viscarro, Jana

Belongs to TFG:SerieGeneralQ collection

TITLE:

Carbohydrates as future drugs. Synthesis of (2-naphthyl) β-D-xylopiranoside or XylNap and subsequent transformation of 2- and 4-positions. - TFG:1376

Handle:

https://hdl.handle.net/20.500.11797/TFG1376

Student:	Sendra Viscarro, Jana
Language:	en
Title in original language:	Carbohydrates as future drugs. Synthesis of (2-naphthyl) β-D-xylopiranoside or XylNap and subsequent transformation of 2- and 4-positions.
Title in different languages:	Carbohydrates as future drugs. Synthesis of (2-naphthyl) β-D-xylopiranoside or XylNap and subsequent transformation of 2- and 4-positions.
Keywords:	carbohyrates, xylose, XylNap
Subject:	Química
Abstract:	Carbohydrate chemistry has important implications for the biochemistry of living organisms. The present work describes the development of methodology towards the selective modification of the 2- and 4-positions of xylose. First of all, (2-naphthyl) β-D-xylopyranoside (XylNap) was synthesized from xylose. In order to achieve this, glycosylation, protection and deprotection reactions have been developed. Further reaction of XylNap to selectively protect two of the three hydroxyl groups lead to a mixture of two isomers: one isomer with an unprotected hydroxyl group in the 2-position and one with the hydroxyl group in the 4-position. The selective inversion of the stereochemistry of the unprotected hydroxyl groups was attempted on the mixture of the two isomers. This resulted in a mixture of products. It was possible to observe the desired products, where inversion of the sterocentre has occurred. However there was also a significant amount of dehydration byproduct observed.
Project director:	Fernández Gutiérrez, Maria Elena
Department:	Química Analítica i Química Orgànica
Education area(s):	Química
Entity:	Universitat Rovira i Virgili (URV)
TFG credits:	12
Creation date in repository:	2018-01-29
Work's public defense date:	2017-06-30
Academic year:	2016-2017
Confidenciality:	No
Subject areas:	Chemistry
Access rights:	info:eu-repo/semantics/openAccess

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Type:	info:eu-repo/semantics/bachelorThesis
Contributor:	Fernández Gutiérrez, Maria Elena
Títol:	Carbohydrates as future drugs. Synthesis of (2-naphthyl) β-D-xylopiranoside or XylNap and subsequent transformation of 2- and 4-positions.
Language:	en
Subject:	Química Chemistry Química Química
Creator:	Sendra Viscarro, Jana
Rights:	info:eu-repo/semantics/openAccess
Date:	2017-06-30

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