Compound Q&A
How is (3S,3aR,4S,4aR,7aR,8R,9aR)-3,4a,8-Trimethyl-2,5-dioxo-2,3,3a,4,4a,5,7a,8,9,9a-decahydroazuleno[6,5-b]furan-4-yl methacrylate (CAS: 34532-68-8) typically synthesized?
Answer
![(3S,3aR,4S,4aR,7aR,8R,9aR)-3,4a,8-Trimethyl-2,5-dioxo-2,3,3a,4,4a,5,7a,8,9,9a-decahydroazuleno[6,5-b]furan-4-yl methacrylate](https://static.chemtradehub.com/structs/345/34532-68-8-7dc3.webp "(3S,3aR,4S,4aR,7aR,8R,9aR)-3,4a,8-Trimethyl-2,5-dioxo-2,3,3a,4,4a,5,7a,8,9,9a-decahydroazuleno[6,5-b]furan-4-yl methacrylate")
This compound is usually synthesized through a multistep reaction involving the condensation of a furan derivative with methyl methacrylate, followed by selective oxidation and ring expansion. Catalytic systems such as Pd/C and H2 are often used for the reduction steps. The synthesis typically yields 70-80% of the desired product, with good regioselectivity.
About
CAS No
34532-68-8
English Name
(3S,3aR,4S,4aR,7aR,8R,9aR)-3,4a,8-Trimethyl-2,5-dioxo-2,3,3a,4,4a,5,7a,8,9,9a-decahydroazuleno[6,5-b]furan-4-yl methacrylate
Molecular Formula
C19H24O5
Molecular Weight
332.4 g/mol
SMILES
C[C@H]1[C@@H]2C(CC(C)C3C=CC(=O)C3(C)[C@@H]2OC(=O)C(C)=C)OC1=O
InChIKey
NZESEVTYUVXOTC-APDQSUQKSA-N
Last Updated: 2025-11-01 18:55
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