Targeted synthesis of 3,3'-, 3,4'- and 3,6'-phenylpropanoid sucrose esters

In this study, we report on an orthogonal strategy for the precise synthesis of 3,3'-, 3,4'-, and 3,6'-phenylpropanoid sucrose esters (PSEs). The strategy relies on carefully selected protecting groups and deprotecting agents, taking into consideration the reactivity of the four free...

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Main Authors: Wong, Kathy Pooi Wen, Ong, Li Lin, Devaraj, Surabhi, Khong, Duc Thinh, Judeh, Zaher M. A.
Other Authors: School of Chemical and Biomedical Engineering
Format: Article
Language:English
Published: 2022
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Online Access:https://hdl.handle.net/10356/160141
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-1601412023-03-05T16:29:08Z Targeted synthesis of 3,3'-, 3,4'- and 3,6'-phenylpropanoid sucrose esters Wong, Kathy Pooi Wen Ong, Li Lin Devaraj, Surabhi Khong, Duc Thinh Judeh, Zaher M. A. School of Chemical and Biomedical Engineering Interdisciplinary Graduate School (IGS) NTU Institute for Health Technologies Engineering::Chemical engineering Phenylpropanoid Sucrose Esters Natural Products In this study, we report on an orthogonal strategy for the precise synthesis of 3,3'-, 3,4'-, and 3,6'-phenylpropanoid sucrose esters (PSEs). The strategy relies on carefully selected protecting groups and deprotecting agents, taking into consideration the reactivity of the four free hydroxyl groups of the key starting material: di-isopropylidene sucrose 2. The synthetic strategy is general, and potentially applies to the preparation of many natural and unnatural PSEs, especially those substituted at 3-, 3'-, 4'- and 6'-positions of PSEs. Nanyang Technological University Published version This research was funded by the College of Engineering (Startup Grant), Nanyang Technological University, Singapore. 2022-07-13T06:55:38Z 2022-07-13T06:55:38Z 2022 Journal Article Wong, K. P. W., Ong, L. L., Devaraj, S., Khong, D. T. & Judeh, Z. M. A. (2022). Targeted synthesis of 3,3'-, 3,4'- and 3,6'-phenylpropanoid sucrose esters. Molecules, 27(2), 535-. https://dx.doi.org/10.3390/molecules27020535 1420-3049 https://hdl.handle.net/10356/160141 10.3390/molecules27020535 35056850 2-s2.0-85123747131 2 27 535 en Molecules © 2022 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https:// creativecommons.org/licenses/by/ 4.0/). application/pdf
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic Engineering::Chemical engineering
Phenylpropanoid Sucrose Esters
Natural Products
spellingShingle Engineering::Chemical engineering
Phenylpropanoid Sucrose Esters
Natural Products
Wong, Kathy Pooi Wen
Ong, Li Lin
Devaraj, Surabhi
Khong, Duc Thinh
Judeh, Zaher M. A.
Targeted synthesis of 3,3'-, 3,4'- and 3,6'-phenylpropanoid sucrose esters
description In this study, we report on an orthogonal strategy for the precise synthesis of 3,3'-, 3,4'-, and 3,6'-phenylpropanoid sucrose esters (PSEs). The strategy relies on carefully selected protecting groups and deprotecting agents, taking into consideration the reactivity of the four free hydroxyl groups of the key starting material: di-isopropylidene sucrose 2. The synthetic strategy is general, and potentially applies to the preparation of many natural and unnatural PSEs, especially those substituted at 3-, 3'-, 4'- and 6'-positions of PSEs.
author2 School of Chemical and Biomedical Engineering
author_facet School of Chemical and Biomedical Engineering
Wong, Kathy Pooi Wen
Ong, Li Lin
Devaraj, Surabhi
Khong, Duc Thinh
Judeh, Zaher M. A.
format Article
author Wong, Kathy Pooi Wen
Ong, Li Lin
Devaraj, Surabhi
Khong, Duc Thinh
Judeh, Zaher M. A.
author_sort Wong, Kathy Pooi Wen
title Targeted synthesis of 3,3'-, 3,4'- and 3,6'-phenylpropanoid sucrose esters
title_short Targeted synthesis of 3,3'-, 3,4'- and 3,6'-phenylpropanoid sucrose esters
title_full Targeted synthesis of 3,3'-, 3,4'- and 3,6'-phenylpropanoid sucrose esters
title_fullStr Targeted synthesis of 3,3'-, 3,4'- and 3,6'-phenylpropanoid sucrose esters
title_full_unstemmed Targeted synthesis of 3,3'-, 3,4'- and 3,6'-phenylpropanoid sucrose esters
title_sort targeted synthesis of 3,3'-, 3,4'- and 3,6'-phenylpropanoid sucrose esters
publishDate 2022
url https://hdl.handle.net/10356/160141
_version_ 1759856597749727232