21080-41-1Relevant academic research and scientific papers
Synthesis of Weinreb amides using diboronic acid anhydride-catalyzed dehydrative amidation of carboxylic acids
Shimada, Naoyuki,Takahashi, Naoya,Ohse, Naoki,Koshizuka, Masayoshi,Makino, Kazuishi
supporting information, p. 13145 - 13148 (2020/11/09)
The first successful example of the direct synthesis of Weinreb amides using catalytic hydroxy-directed dehydrative amidation of carboxylic acids using the diboronic acid anhydride catalyst is described. The methodology is applicable to the concise syntheses of eight α-hydroxyketone natural products, namely, sattabacin, 4-hydroxy sattabacin, kurasoins A and B, soraphinols A and B, and circumcins B and C.
Homoserine lactone derivatives, preparation method thereof and pharmaceutical composition for prevention or treatment of the periodontal diseases containing the same as an active ingredient
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Paragraph 0138-0140, (2017/04/14)
The present invention relates to homoserine lactone derivatives, optical isomers of the same, or pharmaceutically acceptable salts of the same. The homoserine lactone derivatives in the present invention have excellent properties as a quorum sensing antagonist which hinders communications among bacteria. According to the present invention, the homoserine lactone derivatives can hinder gene expressions of bacteria while effectively blocking formation of biofilm which is known to raise resistance against antibiotics, and suppress propagation of bacteria, thereby being useful as a pharmaceutical composition for preventing or treating periodontal diseases.
MNBA-mediated β-lactone formation: Mechanistic studies and application for the asymmetric total synthesis of tetrahydrolipstatin
Shiina, Isamu,Umezaki, Yuma,Kuroda, Nobutaka,Iizumi, Takashi,Nagai, Shunsuke,Katoh, Takashi
experimental part, p. 4885 - 4901 (2012/07/30)
Various β-lactones were prepared from β-hydroxycarboxylic acids by intramolecular dehydration condensation using MNBA, an effective coupling reagent, along with a nucleophilic catalyst. The transition state that provides the desired 4-membered ring model system is disclosed by density functional theory (DFT) calculations, and the structural features of the transition form are discussed. This method was successfully applied to the asymmetric total synthesis of tetrahydrolipstatin (THL), an antiobestic drug used in clinical treatment to inhibit the activity of pancreatic lipase.
