26207-59-0

Usage

Preparation

Obtained from phloroacetophenone triethyl ether by heating with aluminium chloride [.

Upstream product

• 480-66-0 2,4,6-trihydroxyacetophenone 
• 75-03-6 ethyl iodide 
• 10373-41-8 3,5-diethoxyphenol 
• 75-05-8 acetonitrile 
• 5394-63-8 2,2,6-trimethyl-4H-1,3-dioxin-4-one 
• 2678-54-8 ketene diethyl acetal 

Relevant academic research and scientific papers

Natural product Hirtellanine B and its derivatives in the preparation process for the preparation of medicine for treating tumor with the application of the

The present invention provides a preparation method of a natural product Hirtellanine B, wherein 2,4,6-trihydroxyacetophenone is adopted as a raw material, and steps of compound a preparation, compound b preparation, compound c preparation, compound d preparation, compound e preparation, compound f preparation, compound g preparation, and the like are performed to prepare the natural product Hirtellanine B. According to the present invention, biological activity screening is performed on Hirtellanine B and 14 Hirtellanine B derivatives, and results show that the natural product Hirtellanine B can inhibit proliferations of Jurkat cells, Raji cells and K562 cells, and the compounds provide a certain inhibition activity for tumor cells. The method has characteristics of easily available raw material, high reaction yield and reasonable operation, and is suitable for industrial production. The Hirtellanine B and the derivatives thereof can be used for preparing tumor treatment drugs, and have great clinical values. The natural product Hirtellanine B preparation method reaction formulas are as the follows.

Reaction of Diketene-Acetone Adduct with Enamines, Ketene Acetals, Vinyl Ethers, and β-Diketones

Diketene-acetone adduct (1) generates acetylketene (2) under heating.In order to compare the reactivity of 2 with that of diketene, the reaction of 1 with electron-rich olefins was investigated.On heating with 1 primary enamines (3a-d) produced the corresponding 3-substituted 2,6-dimethyl-4(1H)-pyridones (4a-d), while the tertiary enamine 3e gave the 4-pyrone derivative (7).The reaction of 1 with ketene acetals (8) gave the 2,2-diethoxy-2,3-dihydro-4-pyrone derivatives (9).The vinyl ether derivatives 13 similarly reacted with 1 to give the 4-pyrone derivative 15 or 16 as the major product.The result shows that both diketene and 2 react with electron-rich olefins in a similar manner.Keywords -- diketene; acetylketene; diketene-acetone adduct; enamine; ketene acetal; vinyl ether; 1,3-dioxin-4-one; 4-pyridone; 4-pyrone; cycloaddition