4.4 Article

Facile and improved synthesis of the 2-O-b-D-glucopyranosyl-L-ascorbic acid

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TETRAHEDRON LETTERS
卷 115, 期 -, 页码 -

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PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2022.154314

关键词

O -b; D -glucopyranosyl; L -ascorbic acid; AA-2bG; L -Ascorbic acid; Glycosylation; TBDPS

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2-O-b-D-glucopyranosyl-L-ascorbic acid (AA-2pG) is a compound that provides sustained release of ascorbic acid (vitamin C) through α-glucosidase activity in the human body. It is commonly used in cosmetics, food, and medicinal products. We synthesized AA-2pG in five steps starting from ascorbic acid, achieving an overall yield of 31.4%. Column purification was only required for one step, and the final product was pure enough for application purposes.
2-O-b-D-glucopyranosyl-L-ascorbic acid (AA-2pG) provides a source of sustained release of ascorbic acid (vitamin C) upon a-glucosidase activity inside the human body, and is therefore an ingredient of cosmet-ics, food, and medicinal products. Commercial synthesis of the compound is highly demanded and is attempted from time to time, aimed at improved and commercially viable strategies. We synthesized the AA-2pG in five steps starting from ascorbic acid with a 31.4% overall yield. The synthetic steps do not need column purification except one, and the final product is pure enough to be utilized for applica-tion purposes. (c) 2022 Elsevier Ltd. All rights reserved.

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