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Microwave-assisted click synthesis of levoglucosan triazolyl glycoconjugates using ascorbyl palmitate sodium salt (Asp-Na) as a green Co-catalyst.

作者信息

Pandey Nishant, Dwivedi Pratibha, Mishra Bhuwan B

机构信息

Bio-Product Chemistry, Center of Innovative and Applied Bioprocessing (CIAB), Sector 81 (Knowledge City), S.A.S. Nagar, Mohali, 140306, Punjab, India.

Bio-Product Chemistry, Center of Innovative and Applied Bioprocessing (CIAB), Sector 81 (Knowledge City), S.A.S. Nagar, Mohali, 140306, Punjab, India; Department of Chemical Sciences, Indian Institute of Science Education and Research (IISER), Sector 81 (Knowledge City), Manauli, S.A.S. Nagar, 140306, Punjab, India.

出版信息

Carbohydr Res. 2025 Jul;553:109511. doi: 10.1016/j.carres.2025.109511. Epub 2025 May 10.

DOI:10.1016/j.carres.2025.109511
PMID:40373566
Abstract

Ascorbyl palmitate sodium salt (Asp-Na) 2 has been found to be a highly effective co-catalyst in copper catalyzed azide-alkyne cycloaddition (CuAAC) reactions under microwave (MW) condition. This co-catalyst provides a more cost-efficient option compared to sodium ascorbate by reducing the stoichiometric amount of ascorbic acid required for the CuAAC reaction. With its palmitate side chain, Asp-Na 2 acts as a surfactant by improving the solubility of substrates, particularly the lipophilic compounds. Notably, it can be obtained in high purity by semi-synthesis from non-edible oils, aligning with the sustainable practices. Application of 2 in CuAAC reaction of levoglucosan based terminal alkyne (3) and azido-sugars (4) furnished the corresponding triazolyl glycoconjugates (5) in yields ranging between 70 and 90 %.

摘要

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