68751-57-5Relevant academic research and scientific papers
A kang Zuolei key intermediate cis-brominated esters synthesis method
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Paragraph 0042; 0043, (2017/06/02)
The invention discloses a new synthetic method for key intermediate cis-bromo-ester of conazole medicines, and the method is a one-pot reaction method. The method comprises: dissolving 2,4-dichloroacetophenone and glycerin in a solvent, utilizing a bromination reagent to perform bromination on methyl nearby keto carbonyl in the presence of a catalyst, and also realizing ketalization of carbonyl and glycerin, so as to realize one pot reaction of ketalization and bromination; after the solution of bromo-ketal is obtained, directly applying the solution to reaction of bromo-ketal hydroxyl and benzoyl chloride, so as to finally obtain a bromo-ester mixture with a relatively high cis-trans ratio; and using a known method to perform resolution and recrystallization on the cis and trans bromo-esters, so as to obtain the cis-bromo-ester with a relatively high yield. The method is simple has the characteristics of simple operation, high safety, low cost and less pollution, and is a technological route suitable for industrialization.
Lipase-catalyzed resolution of 1,3-dioxolane derivatives: Synthesis of a homochiral intermediate for antifungal agents
Kim, Young Hee,Cheong, Chan Seong,Lee, So Ha,Jun, Sook Jin,Kim, Kwan Soo,Cho, Hyun-Sung
, p. 2501 - 2508 (2007/10/03)
Dioxolane alcohol (±)-1 and the corresponding acid (±)-2 were kinetically resolved into their respective enantiomers by lipase-catalyzed hydrolysis and esterification reactions. Various alcohols were tested to resolve the acid (±)-2, and the desired (2R,4R)-isomer of the acid was obtained with >96% ee as the best result. Halogenated solvents such as methylene chloride and 1,2-dichloroethane were found to raise the reactivity and selectivity of the system. After recrystallization, the purity of the desired (2R,4R)-acid could be increased to over 98% ee.
Antifungal azole derivatives having a fluorinated vinyl group and process for preparing same
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, (2008/06/13)
An antifungal compound of formula (I) or a pharmaceutically acceptable salt thereof: wherein: X is CH or N; Y is O, R1and R2are each independently F or Cl; R3is a thiophenyl, naphthyl, or phenyl group, the phenyl group being optionally substituted with one or more substituents selected from the group consisting of C1-4alkyl, C1-4haloalkyl, C1-4alkoxy, methylenedioxy and halogen; and R4is H or trifluoromethyl.
Synthesis, antifungal activity and structure-activity relationships of 2-(alkyl or aryl)-2-(alkyl or polyazol-1-ylmethyl)-4-(polyazol-1-ylmethyl)- 1,3-dioxolanes
Baji,Kimny, Tan,Gasquez,Flammang,Compagnon,Delcourt,Mathieu,Viossat,Morgant,Nguyen-Huy
, p. 637 - 650 (2007/10/03)
A series of 2-(alkyl or aryl)-2-(alkyl or polyazol-1-ylmethyl)-4-(polyazol-1-ylmethyl)-1,3-dioxolanes Ia-u was synthesized and tested in vitro against pathogenic fungi in man, animals and plants: Candida albicans, Aspergillus flavus and Fusarium solani. Compounds Iq-t with two polyazol groups have an in vitro activity against these fungi with MIC (minimum inhibitory concentration) value of 5 μg mL-1.
Synthesis and 13C NMR Spectra of cis- and trans-methyl>>-1,3-dioxolane-4-methanols
Chapman, David R.,Bauer, Ludwig
, p. 2053 - 2061 (2007/10/02)
Syntheses and 13C nmr spectra of a number of cis and trans 2-(haloaryl)-2--4-(hydroxymethyl)-1,3-dioxolanes are described.The haloaryl groups are 2,4-dichloro, 2,4-difluoro-, 4-chloro- and 4-bromophenyl.In these series, some of the cis compounds become available through crystalline bromo benzoates 5.Separations of some trans isomers are achieved through fractional crystallizations of imidazolyl benzoate nitrates 6.Stereochemical assignments are based primarily on one major 13C chemical shift difference, namely that of C-4 of the 1,3-dioxolane ring, the chemical shift of the trans isomers being 1.0-2.5 ppm downfield from that of the cis isomers.
