Synthesis, and Spectral Characterization of 6-O-Octanoyl-1,2-O-isopropylidene-α-D-glucofuranose Derivatives

Site selective acylation of monosaccharides and oligosaccharides are very necessary for the preparation of both natural and novel synthetic carbohydrate compounds, synthetic intermediates, postglycosylation modifications, and for the preparation of therapeutic agents including research tools for gly...

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Autores principales:	Puja DEVİ, Mohammed Mahbubul MATİN, Md. Mosharef Hossain BHUİYAN, Md. Emdad HOSSAİN
Formato:	article
Lenguaje:	EN
Publicado:	Turkish Chemical Society 2021
Materias:	bisacetone d-glucose hmbc site selective acylation sugar esters Chemistry QD1-999
Acceso en línea:	https://doi.org/10.18596/jotcsa.929996 https://doaj.org/article/e19ebda5ec0b4667b45a93f6d71e1b5c
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spelling	oai:doaj.org-article:e19ebda5ec0b4667b45a93f6d71e1b5c2021-11-20T09:30:37Z Synthesis, and Spectral Characterization of 6-O-Octanoyl-1,2-O-isopropylidene-α-D-glucofuranose Derivatives https://doi.org/10.18596/jotcsa.9299962149-0120https://doaj.org/article/e19ebda5ec0b4667b45a93f6d71e1b5c2021-11-01T00:00:00Zhttps://dergipark.org.tr/tr/pub/jotcsa/issue/64621/929996https://doaj.org/toc/2149-0120Site selective acylation of monosaccharides and oligosaccharides are very necessary for the preparation of both natural and novel synthetic carbohydrate compounds, synthetic intermediates, postglycosylation modifications, and for the preparation of therapeutic agents including research tools for glycobiology. Hence, site selective octanoylation of 1,2-O-isopropylidene-α-D-glucofuranose was conducted. Under low temperature in anhydrous pyridine direct unimolar octanoylation of this glucofuranose without any catalyst exhibited selectivity at C-6 hydroxyl group. The C-6 O-octanoylglucofuranose, thus obtained, was then used for the preparation of three 3,5-di-O-acyl esters in a similar direct method to get novel esters of glucofuranose. Characterization of all the glucofuranose esters by 1D and 2D spectroscopic technique is also discussed herein.Puja DEVİMohammed Mahbubul MATİNMd. Mosharef Hossain BHUİYANMd. Emdad HOSSAİNTurkish Chemical Societyarticlebisacetone d-glucosehmbcsite selective acylationsugar estersChemistryQD1-999ENJournal of the Turkish Chemical Society, Section A: Chemistry, Vol 8, Iss 4, Pp 1003 -1024 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	bisacetone d-glucose hmbc site selective acylation sugar esters Chemistry QD1-999
spellingShingle	bisacetone d-glucose hmbc site selective acylation sugar esters Chemistry QD1-999 Puja DEVİ Mohammed Mahbubul MATİN Md. Mosharef Hossain BHUİYAN Md. Emdad HOSSAİN Synthesis, and Spectral Characterization of 6-O-Octanoyl-1,2-O-isopropylidene-α-D-glucofuranose Derivatives
description	Site selective acylation of monosaccharides and oligosaccharides are very necessary for the preparation of both natural and novel synthetic carbohydrate compounds, synthetic intermediates, postglycosylation modifications, and for the preparation of therapeutic agents including research tools for glycobiology. Hence, site selective octanoylation of 1,2-O-isopropylidene-α-D-glucofuranose was conducted. Under low temperature in anhydrous pyridine direct unimolar octanoylation of this glucofuranose without any catalyst exhibited selectivity at C-6 hydroxyl group. The C-6 O-octanoylglucofuranose, thus obtained, was then used for the preparation of three 3,5-di-O-acyl esters in a similar direct method to get novel esters of glucofuranose. Characterization of all the glucofuranose esters by 1D and 2D spectroscopic technique is also discussed herein.
format	article
author	Puja DEVİ Mohammed Mahbubul MATİN Md. Mosharef Hossain BHUİYAN Md. Emdad HOSSAİN
author_facet	Puja DEVİ Mohammed Mahbubul MATİN Md. Mosharef Hossain BHUİYAN Md. Emdad HOSSAİN
author_sort	Puja DEVİ
title	Synthesis, and Spectral Characterization of 6-O-Octanoyl-1,2-O-isopropylidene-α-D-glucofuranose Derivatives
title_short	Synthesis, and Spectral Characterization of 6-O-Octanoyl-1,2-O-isopropylidene-α-D-glucofuranose Derivatives
title_full	Synthesis, and Spectral Characterization of 6-O-Octanoyl-1,2-O-isopropylidene-α-D-glucofuranose Derivatives
title_fullStr	Synthesis, and Spectral Characterization of 6-O-Octanoyl-1,2-O-isopropylidene-α-D-glucofuranose Derivatives
title_full_unstemmed	Synthesis, and Spectral Characterization of 6-O-Octanoyl-1,2-O-isopropylidene-α-D-glucofuranose Derivatives
title_sort	synthesis, and spectral characterization of 6-o-octanoyl-1,2-o-isopropylidene-α-d-glucofuranose derivatives
publisher	Turkish Chemical Society
publishDate	2021
url	https://doi.org/10.18596/jotcsa.929996 https://doaj.org/article/e19ebda5ec0b4667b45a93f6d71e1b5c
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Synthesis, and Spectral Characterization of 6-O-Octanoyl-1,2-O-isopropylidene-α-D-glucofuranose Derivatives

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