Compound Q&A

How is (1aS,1bS,2S,5aR,6S,6aS)-2-(beta-D-Glucopyranosyloxy)-1a-(hydroxymethyl)-1a,1b,2,5a,6,6a-hexahydrooxireno[4,5]cyclopenta[1,2-c]pyran-6-yl (2E)-3-(3-hydroxy-4-methoxyphenyl)acrylate (CAS: 51005-44-8) typically synthesized?

Answer

(1aS,1bS,2S,5aR,6S,6aS)-2-(beta-D-Glucopyranosyloxy)-1a-(hydroxymethyl)-1a,1b,2,5a,6,6a-hexahydrooxireno[4,5]cyclopenta[1,2-c]pyran-6-yl (2E)-3-(3-hydroxy-4-methoxyphenyl)acrylate
This compound can be synthesized via a multistep process involving the protection of the acrylate group, subsequent ring closure with a sugar derivative, and removal of protecting groups. The synthesis requires the use of protecting agents like benzyl chloride and strong acid conditions for ring closure. Specific catalysts such as palladium complexes might be used for regioselective ring closure.

About

CAS No 51005-44-8
English Name (1aS,1bS,2S,5aR,6S,6aS)-2-(beta-D-Glucopyranosyloxy)-1a-(hydroxymethyl)-1a,1b,2,5a,6,6a-hexahydrooxireno[4,5]cyclopenta[1,2-c]pyran-6-yl (2E)-3-(3-hydroxy-4-methoxyphenyl)acrylate
Molecular Formula C25H30O13
Molecular Weight 538.5 g/mol
SMILES COC1=CC=C(\C=C\C(=O)O[C@@H]2[C@@H]3O[C@]3(CO)[C@@H]3[C@H]2C=CO[C@H]3O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=C1O
InChIKey LRHHPZILMPIMIY-GGKKSNITSA-N
Last Updated: 2025-10-20 00:35

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