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Article Abstract
A reliable chemical synthesis method for the preparation of 1,4:3,6-dianhydro-α-D-glucopyranose (DGP) has been developed on the first time, with an overall four-step yield of 20 % on a 200g scale. The method for 2-OH regioselective benzylation protection of Methyl α-d-glucopyranoside was systematically optimized, providing a more scalable and cost-effective approach. The 3,6-anhydro pyranose intermediate was obtained through a two-step one-pot process. It has been confirmed that 2-OH protection enhanced the ring stability of 3,6-anhydro pyranose and also found that the conformation of 3,6-anhydro pyranose indeed promoted the construction of 1,4-ether bonds. Overall, this work facilitated further application research of DGP in the fields of chemical synthesis, medicinal chemistry, and food chemistry.
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| http://dx.doi.org/10.1016/j.carres.2025.109402 | DOI Listing |
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