An improved regioselective preparation of methyl 2,3-di-O-acetyl-α, β-d-xylofuranoside

Methyl 2,3-di-O-acetyl-α,β-d-xylofuranoside was prepared as the sole regioisomer in 6372% yield, according to the applied mass of substrate, through a Candida antarctica lipase B catalysed alcoholysis of methyl 2,3,5-tri-O-acetyl-α,β-d-xylofuranoside. The product is a potential synthetic precursor f...

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Published in:Biocatalysis and Biotransformation
Main Authors: Gudiño, Esteban Dario, Iribarren, Adolfo Marcelo, Iglesias, Luis Emilio
Format: Article in Journal/Newspaper
Language:English
Published: Taylor & Francis Ltd
Subjects:
ANTARCTICA
CANDIDA
LIPASE B
METHYL 2,3-DI-O-ACETYL- Α,Β-D-XYLOFURANOSIDE
REGIOSELECTIVITY
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
Argentina
Quilmes
Antarc*
Antarctica
Online Access:http://hdl.handle.net/11336/194493
id ftconicet:oai:ri.conicet.gov.ar:11336/194493
record_format openpolar
spelling ftconicet:oai:ri.conicet.gov.ar:11336/194493 2023-10-09T21:46:42+02:00 An improved regioselective preparation of methyl 2,3-di-O-acetyl-α, β-d-xylofuranoside Gudiño, Esteban Dario Iribarren, Adolfo Marcelo Iglesias, Luis Emilio application/pdf http://hdl.handle.net/11336/194493 eng eng Taylor & Francis Ltd info:eu-repo/semantics/altIdentifier/url/https://www.tandfonline.com/doi/abs/10.3109/10242422.2012.702110?journalCode=ibab20 info:eu-repo/semantics/altIdentifier/doi/10.3109/10242422.2012.702110 http://hdl.handle.net/11336/194493 Gudiño, Esteban Dario; Iribarren, Adolfo Marcelo; Iglesias, Luis Emilio; An improved regioselective preparation of methyl 2,3-di-O-acetyl-α, β-d-xylofuranoside; Taylor & Francis Ltd; Biocatalysis and Biotransformation; 30; 4; 1-2012; 431-434 1024-2422 CONICET Digital CONICET info:eu-repo/semantics/openAccess https://creativecommons.org/licenses/by-nc-sa/2.5/ar/ ANTARCTICA CANDIDA LIPASE B METHYL 2,3-DI-O-ACETYL- Α,Β-D-XYLOFURANOSIDE REGIOSELECTIVITY https://purl.org/becyt/ford/1.4 https://purl.org/becyt/ford/1 info:eu-repo/semantics/article info:ar-repo/semantics/artículo info:eu-repo/semantics/publishedVersion ftconicet https://doi.org/10.3109/10242422.2012.702110 2023-09-24T20:19:52Z Methyl 2,3-di-O-acetyl-α,β-d-xylofuranoside was prepared as the sole regioisomer in 6372% yield, according to the applied mass of substrate, through a Candida antarctica lipase B catalysed alcoholysis of methyl 2,3,5-tri-O-acetyl-α,β-d-xylofuranoside. The product is a potential synthetic precursor for 5-modified xylofuranosides and 5′-modified xylonucleosides. Fil: Gudiño, Esteban Dario. Universidad Nacional de Quilmes. Departamento de Ciencia y Tecnología. Área Química. Laboratorio de Biotransformaciones; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina Fil: Iribarren, Adolfo Marcelo. Universidad Nacional de Quilmes. Departamento de Ciencia y Tecnología. Área Química. Laboratorio de Biotransformaciones; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Investigaciones en Ingeniería Genética y Biología Molecular "Dr. Héctor N. Torres"; Argentina Fil: Iglesias, Luis Emilio. Universidad Nacional de Quilmes. Departamento de Ciencia y Tecnología. Área Química. Laboratorio de Biotransformaciones; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina Article in Journal/Newspaper Antarc* Antarctica CONICET Digital (Consejo Nacional de Investigaciones Científicas y Técnicas) Argentina Quilmes ENVELOPE(-55.617,-55.617,-63.233,-63.233) Biocatalysis and Biotransformation 30 4 431 434
institution Open Polar
collection CONICET Digital (Consejo Nacional de Investigaciones Científicas y Técnicas)
op_collection_id ftconicet
language English
topic ANTARCTICA
CANDIDA
LIPASE B
METHYL 2,3-DI-O-ACETYL- Α,Β-D-XYLOFURANOSIDE
REGIOSELECTIVITY
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
spellingShingle ANTARCTICA
CANDIDA
LIPASE B
METHYL 2,3-DI-O-ACETYL- Α,Β-D-XYLOFURANOSIDE
REGIOSELECTIVITY
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
Gudiño, Esteban Dario
Iribarren, Adolfo Marcelo
Iglesias, Luis Emilio
An improved regioselective preparation of methyl 2,3-di-O-acetyl-α, β-d-xylofuranoside
topic_facet ANTARCTICA
CANDIDA
LIPASE B
METHYL 2,3-DI-O-ACETYL- Α,Β-D-XYLOFURANOSIDE
REGIOSELECTIVITY
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
description Methyl 2,3-di-O-acetyl-α,β-d-xylofuranoside was prepared as the sole regioisomer in 6372% yield, according to the applied mass of substrate, through a Candida antarctica lipase B catalysed alcoholysis of methyl 2,3,5-tri-O-acetyl-α,β-d-xylofuranoside. The product is a potential synthetic precursor for 5-modified xylofuranosides and 5′-modified xylonucleosides. Fil: Gudiño, Esteban Dario. Universidad Nacional de Quilmes. Departamento de Ciencia y Tecnología. Área Química. Laboratorio de Biotransformaciones; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina Fil: Iribarren, Adolfo Marcelo. Universidad Nacional de Quilmes. Departamento de Ciencia y Tecnología. Área Química. Laboratorio de Biotransformaciones; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Investigaciones en Ingeniería Genética y Biología Molecular "Dr. Héctor N. Torres"; Argentina Fil: Iglesias, Luis Emilio. Universidad Nacional de Quilmes. Departamento de Ciencia y Tecnología. Área Química. Laboratorio de Biotransformaciones; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
format Article in Journal/Newspaper
author Gudiño, Esteban Dario
Iribarren, Adolfo Marcelo
Iglesias, Luis Emilio
author_facet Gudiño, Esteban Dario
Iribarren, Adolfo Marcelo
Iglesias, Luis Emilio
author_sort Gudiño, Esteban Dario
title An improved regioselective preparation of methyl 2,3-di-O-acetyl-α, β-d-xylofuranoside
title_short An improved regioselective preparation of methyl 2,3-di-O-acetyl-α, β-d-xylofuranoside
title_full An improved regioselective preparation of methyl 2,3-di-O-acetyl-α, β-d-xylofuranoside
title_fullStr An improved regioselective preparation of methyl 2,3-di-O-acetyl-α, β-d-xylofuranoside
title_full_unstemmed An improved regioselective preparation of methyl 2,3-di-O-acetyl-α, β-d-xylofuranoside
title_sort improved regioselective preparation of methyl 2,3-di-o-acetyl-α, β-d-xylofuranoside
publisher Taylor & Francis Ltd
url http://hdl.handle.net/11336/194493
long_lat ENVELOPE(-55.617,-55.617,-63.233,-63.233)
geographic Argentina
Quilmes
geographic_facet Argentina
Quilmes
genre Antarc*
Antarctica
genre_facet Antarc*
Antarctica
op_relation info:eu-repo/semantics/altIdentifier/url/https://www.tandfonline.com/doi/abs/10.3109/10242422.2012.702110?journalCode=ibab20
info:eu-repo/semantics/altIdentifier/doi/10.3109/10242422.2012.702110
http://hdl.handle.net/11336/194493
Gudiño, Esteban Dario; Iribarren, Adolfo Marcelo; Iglesias, Luis Emilio; An improved regioselective preparation of methyl 2,3-di-O-acetyl-α, β-d-xylofuranoside; Taylor & Francis Ltd; Biocatalysis and Biotransformation; 30; 4; 1-2012; 431-434
1024-2422
CONICET Digital
CONICET
op_rights info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
op_doi https://doi.org/10.3109/10242422.2012.702110
container_title Biocatalysis and Biotransformation
container_volume 30
container_issue 4
container_start_page 431
op_container_end_page 434
_version_ 1779309199787819008

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