15933-07-0Relevant articles and documents
Tungsten complex induced dehydration of 2,3-dihydroxycarboxylic acids to α-keto acids
Yu,Schwartz
, p. 6791 - 6794 (1992)
In the absence of added base, WOCl4 induces rapid dehydration of the title compounds to give α-keto acids. A mechanism is suggested based on a neighboring group effect.
Diversity-oriented synthesis of amide derivatives of tricyclic thieno[2,3-d]pyrimidin-4(3H)-ones and evaluation of their influence on melanin synthesis in murine B16 cells
Nie, Li Fei,Huang, Guozheng,Bozorov, Khurshed,Zhao, Jiangyu,Niu, Chao,Sagdullaev, Shamansur S.,Aisa, Haji A.
, p. 43 - 50 (2018)
A diversity-oriented synthesis of amide-containing thieno[2,3-d]pyrimidin-4(3H)-ones is reported. All compounds were tested for their influence on melanin synthesis in murine B16 cells. The azepine fragment in thieno[2,3-d]pyrimidin-4(3H)-one skeleton significantly increases the melanin content.
Design and synthesis of novel triazole derivatives containing γ-lactam as potential antifungal agents
Xu, Yuan-Yuan,Qian, An-Ran,Cao, Xu-Feng,Ling, Chen-Yu,Cao, Yong-Bing,Wang, Rui-Lian,Li, Yi-Su,Yang, Yu-She
, p. 703 - 706 (2016)
A series of novel triazole derivatives containing γ-lactam were designed and synthesized, and their structures were confirmed by 1H NMR, 13C NMR and HRMS. The in vitro antifungal activities of the target compounds were evaluated. The results showed that all of the compounds exhibited stronger activity against the six clinically important fungi tested than fluconazole. 3D and 3E showed comparative activity against the fungi tested except for Candida glabrata and Aspergillus fumigatus as voriconazole. In addition, the docking model for 2A and CYP51 was investigated.
Method for synthesizing ethyl cucurbituride lactone spice
-
Paragraph 0025-0036, (2021/11/14)
Compared with the existing similar products, the method comprises the following steps: preparing 2 -oxobutyric acid ethyl ester by Grignard reaction under the condition of absolute ethyl acetate as a starting raw material and carrying out Grignard reaction on potassium carbonate. After the needed carbon skeleton is cyclized under the action of acetaldehyde, ethylcucurbituric acid lactone is obtained, and the technological process is reduced. The reaction solvent and the extractant are recycled, so that the cost is reduced, the purity of the product is 98.36% through gas chromatography, and higher reaction yield is ensured.
Synthesizing method for dimethyl-3-hydroxy-2,5-dihydrofuran-2-one spice
-
Paragraph 0042-0052, (2019/10/23)
The invention discloses a synthesizing method for dimethyl-3-hydroxy-2,5-dihydrofuran-2-one spice, and relates to the technical field of specie synthesis. According to the synthesizing method, the dimethyl-3-hydroxy-2,5-dihydrofuran-2-one is obtained by taking diethyl oxalate as a starting material, preparing 2-oxo-ethyl butyrate through a Grignard reaction in the absence of water and under the protection of nitrogen; cyclizing a required carbon skeleton under the action of potassium carbonate and acetaldehyde to obtain the dimethyl-3-hydroxy-2,5-dihydrofuran-2-one. A reaction solvent and an extracting agent can be used after being recycled; the process flow is reduced; the reaction yield is relatively high.
Production method of dimethylhydroxyfuranone synthetic perfume
-
Paragraph 0036-0047; 0057-0068, (2019/11/12)
The invention discloses a production method of dimethylhydroxyfuranone synthetic perfume, and relates to the technical field of perfume production. The production method comprises the steps that anhydrous tetrahydrofuran is taken as a solvent, diethyl oxalate is subjected to Grignard reaction under the nitrogen protection condition, after extracting and washing through dichloromethane and drying through anhydrous sodium sulfate, the dichloromethane is recovered to be applied, and decompressed distillation is conducted to collect 2-ethyl oxybutyrate; and then absolute ethyl alcohol is taken asa solvent, the 2-ethyl oxybutyrate is cyclized under the effects of potassium carbonate and acetaldehyde, ethyl alcohol is recovered at the normal pressure, after extracting and washing through the dichloromethane and drying through the anhydrous sodium sulfate, the dichloromethane is recovered to be applied, decompressed distillation is conducted, and thus a dimethylhydroxyfuranone synthetic perfume product is obtained. The production method is clear in process control parameter and good in process repeatability, the solvent is reasonably recovered and reutilized, the production cost is lowered while environment pollution is reduced, the obtained product, namely the dimethylhydroxyfuranone synthetic perfume, is high in yield and purity, and the perfume requirements are met.
Diastereo- and Enantioselective Synthesis of Fluorine Motifs with Two Contiguous Stereogenic Centers
Ponra, Sudipta,Rabten, Wangchuk,Yang, Jianping,Wu, Haibo,Kerdphon, Sutthichat,Andersson, Pher G.
supporting information, p. 13878 - 13883 (2018/10/24)
The synthesis of chiral fluorine containing motifs, in particular, chiral fluorine molecules with two contiguous stereogenic centers, has attracted much interest in research due to the limited number of methods available for their preparation. Herein, we report an atom-economical and highly stereoselective synthesis of chiral fluorine molecules with two contiguous stereogenic centers via azabicyclo iridium-oxazoline-phosphine-catalyzed hydrogenation of readily available vinyl fluorides. Various aromatic, aliphatic, and heterocyclic systems with a variety of functional groups were found to be compatible with the reaction and provide the highly desirable product as single diastereomers with excellent enantioselectivities.
Design, synthesis, and evaluation of alkyl-quinoxalin-2(1h)-one derivatives as anti-quorum sensing molecules, inhibiting biofilm formation in aeromonas caviae Sch3
Bl?cher, René,Ramírez, Ariel Rodarte,Castro-Escarpulli, Graciela,Curiel-Quesada, Everardo,Reyes-Arellano, Alicia
, (2018/11/30)
With the increasing antibiotic resistance of bacterial strains, alternative methods for infection control are in high demand. Quorum sensing (QS) is the bacterial communication system based on small molecules. QS is enables bacterial biofilm formation and pathogenic development. The interruption of QS has become a target for drug discovery, but remains in the early experimental phase. In this study, we synthesized a set of six compounds based on a scaffold (alkyl-quinoxalin-2(1H)-one), new in the anti-QS of Gram-negative bacteria Aeromonas caviae Sch3. By quantifying biofilm formation, we were able to monitor the effect of these compounds from concentrations of 1 to 100 μM. Significant reduction in biofilm formation was achieved by 3-hexylylquinoxalin-2(1H)-one (11), 3-hexylylquinoxalin-2(1H)-one-6-carboxylic acid (12), and 3-heptylylquinoxalin-2(1H)-one-6-carboxylic acid (14), ranging from 11% to 59% inhibition of the biofilm. This pilot study contributes to the development of anti-QS compounds to overcome the clinical challenge of resistant bacteria strains.
8-hexyl-thieno-[3',2':3,4] benzo[1,2-c] carbazole compound and synthesizing method thereof
-
Paragraph 0099; 0100; 0101, (2017/08/02)
The present invention relates to a 8-hexyl-thieno-[3',2':3,4] benzo[1,2-c] carbazole compound and a synthesizing method thereof. The 8-hexyl-thieno-[3',2':3,4] benzo[1,2-c] carbazole compound with high solubility is prepared from carbazole derivatives and thiophene derivatives which are used as raw materials by using a method of photocatalysis loop closing. The synthesizing method is simple in reaction operation and post-processing and easy in popularization and application. The 8-hexyl-thieno-[3',2':3,4] benzo[1,2-c] carbazole compound can be widely applied in the fields of organic electroluminescence, organic field-effect transistors, organic second-order nonlinerity, chiral liquid crystals, biological medicines and the like.
Azacyclothiophene[2,3-d]pyrimidone sulfonamide derivatives and use thereof
-
Paragraph 0099; 0100; 0101, (2017/08/14)
The invention relates to azacyclothiophene[2,3-d]pyrimidone sulfonamide derivatives and a use thereof. The azacyclothiophene[2,3-d]pyrimidone sulfonamide compounds are 9a-9h, 10a-10j and 11a-11e are synthesized from diethyl oxalate through a six-step reaction. The influences of above 23 compounds on the melanin generation amount in mouse B16 cells and the inhibition activity of acetylcholinesterase and butyrylcholine esterase are investigated, and a reulst of the influences on the melanin generation amount in the mouse B16 cells shows that the compounds have a better melanin generation promotion effect than positive control (no-treatment group), and can be clinically used for preparing leucoderma treatment medicines; an acetylcholinesterase inhibition activity screening result shows that compared with negative control, the acetylcholinesterase inhibition rate of the compounds 10f, 11a and 11e reaches 30% or above; and a butyrylcholine esterase inhibition activity screening result shows that compared with negative control, the butyrylcholine esterase inhibition rate of the compounds 9e and 11e reaches 30% or above.
