Description
4′-(Benzyloxy)-2′,3′,6′-trimethoxyacetophenone (CAS No. 109250-66-0) is a high-purity synthetic organic compound with the molecular formula C18H20O5 and IUPAC name 1-(2,3,6-trimethoxy-4-phenylmethoxyphenyl)ethanone. This acetophenone derivative features a benzyloxy substitution at the 4′ position and methoxy groups at the 2′, 3′, and 6′ positions, making it a valuable intermediate for pharmaceutical and fine chemical synthesis. The compound is supplied as a crystalline solid with ≥95% purity (HPLC) and is rigorously tested for consistency, stability, and solvent residues. Ideal for research in medicinal chemistry, it serves as a precursor for developing novel bioactive molecules, particularly in the study of polyphenolic derivatives. Packaged under inert gas in amber glass vials to ensure long-term stability.
Properties
- CAS Number: 109250-66-0
- Complexity: 366
- IUPAC Name: 1-(4-benzyloxy-2,3,6-trimethoxy-phenyl)ethanone
- InChI: InChI=1S/C18H20O5/c1-12(19)16-14(20-2)10-15(17(21-3)18(16)22-4)23-11-13-8-6-5-7-9-13/h5-10H,11H2,1-4H3
- InChI Key: FSUYBSHDIYZVAM-UHFFFAOYSA-N
- Exact Mass: 316.13107373
- Molecular Formula: C18H20O5
- Molecular Weight: 316.3
- SMILES: CC(=O)C1=C(C(=C(C=C1OC)OCC2=CC=CC=C2)OC)OC
- Topological: 54
- Monoisotopic Mass: 316.13107373
- Synonyms: 109250-66-0, 4′-(Benzyloxy)-2′,3′,6′-trimethoxyacetophenone, 1-(4-(Benzyloxy)-2,3,6-trimethoxyphenyl)ethan-1-one, MFCD32662357, 4 inverted exclamation mark -(Benzyloxy)-2 inverted exclamation mark ,3 inverted exclamation mark ,6 inverted exclamation mark -trimethoxyacetophenone, SCHEMBL21217354, SY267919, E70193, 1-(2,3,6-trimethoxy-4-phenylmethoxyphenyl)ethanone
Application
4′-(Benzyloxy)-2′,3′,6′-trimethoxyacetophenone is primarily used as a key synthetic intermediate in medicinal chemistry research, particularly for the development of polyphenolic drug candidates. Its multi-functionalized aromatic structure makes it valuable for studying structure-activity relationships in antioxidant and anti-inflammatory compounds. Researchers utilize this compound in palladium-catalyzed coupling reactions and as a building block for complex natural product analogs.
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