542-05-2Relevant articles and documents
Unusual tandem sequence of oxa Diels-Alder reaction, retro Diels-Alder reaction, and oxa 6π-electrocyclic ring opening in the reaction of 6-amino-4-(4-methoxyphenyl)-2H-pyran-2-ones with benzaldehydes
Khatri, Adil I.,Samant, Shriniwas D.
, p. 2009 - 2012 (2015)
The oxa Diels-Alder reaction of 6-amino-4-(4-methoxyphenyl)-2H-pyran-2-ones with benzaldehydes took an unusual path whereby a tandem sequence of the oxa Diels-Alder reaction, retro Diels-Alder reaction, and 6π-electrocyclic ring opening of the pyran yielded 3-(4-methoxyphenyl)-5-phenyl-1-(piperidin-1-yl/pyrrolidin-1-yl)penta-2,4-dien-1-ones. The reaction took place in boiling toluene with a series of substituted benzaldehydes. An electron-donating group on benzaldehyde retarded the reaction, while an electron-withdrawing group favoured it, thus indicating the normal electron demand pathway. This journal is
Effect of metal ions on acetone dicarboxylic acid catalyzed peroxomonosulphate reactions
Ragukumar,Andal,Murugavelu,Lavanya,Ramachandran
, p. 22 - 28 (2014)
The oxidation of Fe(III), Ni(II) and Co(II) citrates by peroxomonosulphate (PMS) in the pH range 3.0-6.0 follows autocatalysis mechanism. The acetone dicarboxylic acid (ADC), the oxidative decarboxylation product from citrate, is found to catalyze the reaction. The added metal ions switch the reaction from the ADC catalyzed decomposition of PMS to the oxidation of citrates. Based on the results from alcohol quenching, a mechanism involving oxygen atom transfer is proposed.
Synthetic method of non-steroidal antiinflammatory drug pain killing
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Paragraph 0041-0043; 0055-0057; 0068-0070; 0081-0083; 0094--, (2021/04/17)
The invention discloses a synthesis method of non-steroidal anti-inflammatory drug tolmetin. The methodcomprises the following steps: sequentially preparing a sulfuric acid-containing acetonedicarboxylic acid crude product, 2-(2-acetoxy)-1-methyl-1H-pyrrole-3-formic acid and 2-(2-alkyl acetate)-1-methyl-1H-pyrrole-3-formic acid by taking citric acid or citric acid monohydrate as a raw material; and carrying out decarboxylation, acylation, hydrolysis and acidification to obtain tolmetin. The synthetic method provided by the invention overcomes the defect that the existing tolmetin preparation process depends on N-methylpyrrole, and is a low-cost, low-pollution and high-yield synthetic method of non-steroidal anti-inflammatory drug tolmetin.
Deciphering the Biosynthetic Mechanism of Pelletierine in Lycopodium Alkaloid Biosynthesis
Abe, Ikuro,Ding, Ning,Hnin, Saw Yu Yu,Jiang, Fang-Fang,Li, Jun,Liu, Xiao,Morita, Hiroyuki,Qi, Bo-Wen,Shi, She-Po,Tu, Peng-Fei,Wang, Juan,Wang, Xiao-Hui,Zhang, Ze-Kun
, (2020/11/13)
Pelletierine, a proposed building block of Lycopodium alkaloids (LAs), was demonstrated to be synthesized via the non-enzymatic Mannich-like condensation of Δ1-piperideine and 3-oxoglutaric acid produced by two new type III PKSs (HsPKS4 and PcPKS1) characterized from Huperzia serrata and Phlegmariurus cryptomerianus, respectively. The findings provide new insights for further understanding the biosynthesis of LAs such as huperzine A.
Preparation method for anticholinergic drug intermediate
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Paragraph 0016; 0017; 0018; 0019; 0020; 0021; 0022; 0023, (2019/01/08)
The invention discloses a preparation method for an anticholinergic drug intermediate. Acetone-dicarboxylic acid is a common intermediate for synthesizing medicines, and has a very high application value in organic synthesis. The preparation method comprises the following steps: using citric acid monohydrate as a starting raw material, using concentrated sulfuric acid as a dehydrating agent, and adding a suitable amount of a water absorbent. The method is capable of saving resources, and saving cost, stable in product quality and high in yield, and suitable for large-scale stable industrial production.
