The Experts below are selected from a list of 300 Experts worldwide ranked by ideXlab platform
Norio Shibata - One of the best experts on this subject based on the ideXlab platform.
-
diastereoselective additive trifluoromethylation halogenation of Isoxazole triflones synthesis of all carbon functionalized trifluoromethyl isoxazoline triflones
ChemistryOpen, 2014Co-Authors: Hiroyuki Kawai, Yutaka Sugita, Etsuko Tokunaga, Hiroyasu Sato, Motoo Shiro, Norio ShibataAbstract:Highly functionalized 5-trifluoromethyl-2-isoxazoline derivatives featuring a triflyl (SO2CF3) group at the 4-position were successfully synthesized via diastereoselective trifluoromethylation and halogenation of Isoxazole triflones using the Ruppert– Prakash reagent. The trifluoromethylation is quite general in terms of the substrates including 3,5-diaryl Isoxazole triflones and 3-aryl-5-styrylIsoxazole triflones to provide products in high yields with excellent diastereoselectivities. The highly functionalized 5-trifluoromethyl-2-isoxazoline derivatives are expected to be a new class of antiparasiticides. Thus the triflyl group both activates Isoxazoles and the 4-postion of CF3 adducts, and has a potential biological function.
-
synthesis of Isoxazole triflones
European Journal of Organic Chemistry, 2012Co-Authors: Hiroyuki Kawai, Yutaka Sugita, Etsuko Tokunaga, Norio ShibataAbstract:The first practical synthesis of Isoxazole triflones 3 (4-trifluoromethanesulfonylIsoxazoles, 4-triflylIsoxazoles) has been achieved by an operationally simple procedure consisting of the reaction between readily available α-triflyl ketones 4 and imidoyl chlorides 5 in the presence of triethylamine. The present method provides the biologically attractive Isoxazoles featuring a triflyl group at the 4-position with a wide substrate scope in good to high yield in all cases.
Hiroyuki Kawai - One of the best experts on this subject based on the ideXlab platform.
-
diastereoselective additive trifluoromethylation halogenation of Isoxazole triflones synthesis of all carbon functionalized trifluoromethyl isoxazoline triflones
ChemistryOpen, 2014Co-Authors: Hiroyuki Kawai, Yutaka Sugita, Etsuko Tokunaga, Hiroyasu Sato, Motoo Shiro, Norio ShibataAbstract:Highly functionalized 5-trifluoromethyl-2-isoxazoline derivatives featuring a triflyl (SO2CF3) group at the 4-position were successfully synthesized via diastereoselective trifluoromethylation and halogenation of Isoxazole triflones using the Ruppert– Prakash reagent. The trifluoromethylation is quite general in terms of the substrates including 3,5-diaryl Isoxazole triflones and 3-aryl-5-styrylIsoxazole triflones to provide products in high yields with excellent diastereoselectivities. The highly functionalized 5-trifluoromethyl-2-isoxazoline derivatives are expected to be a new class of antiparasiticides. Thus the triflyl group both activates Isoxazoles and the 4-postion of CF3 adducts, and has a potential biological function.
-
synthesis of Isoxazole triflones
European Journal of Organic Chemistry, 2012Co-Authors: Hiroyuki Kawai, Yutaka Sugita, Etsuko Tokunaga, Norio ShibataAbstract:The first practical synthesis of Isoxazole triflones 3 (4-trifluoromethanesulfonylIsoxazoles, 4-triflylIsoxazoles) has been achieved by an operationally simple procedure consisting of the reaction between readily available α-triflyl ketones 4 and imidoyl chlorides 5 in the presence of triethylamine. The present method provides the biologically attractive Isoxazoles featuring a triflyl group at the 4-position with a wide substrate scope in good to high yield in all cases.
Arvind Mathur - One of the best experts on this subject based on the ideXlab platform.
-
regioselective epoxide ring opening for the stereospecific scale up synthesis of bms 960 a potent and selective Isoxazole containing s1p1 receptor agonist
Organic Process Research & Development, 2017Co-Authors: Huiping Zhang, Bangchi Chen, Amarjit Singh, Animesh Goswami, John L Gilmore, James E Sheppeck, Alaric J Dyckman, Percy H Carter, Arvind MathurAbstract:This article presents a stereospecific scale-up synthesis of (S)-1-((S)-2-hydroxy-2-(4-(5-(3-phenyl-4-(trifluoromethyl)isoxazol-5-yl)-1,2,4-oxadiazol-3-yl)phenyl)ethyl)piperidine-3-carboxylic acid (BMS-960), a potent and selective Isoxazole-containing S1P1 receptor agonist. The process highlights an enzymatic reduction of α-bromoketone toward the preparation of (S)-bromo alcohol, a key precursor of (S)-4-(oxiran-2-yl)benzonitrile. A regioselective and stereospecific epoxide ring-opening reaction was also optimized along with improvements to 1,2,4-oxadiazole formation, hydrolysis, and crystallization. The improved process was utilized to synthesize batches of BMS-960 for Ames testing and other toxicological studies.
Yutaka Sugita - One of the best experts on this subject based on the ideXlab platform.
-
diastereoselective additive trifluoromethylation halogenation of Isoxazole triflones synthesis of all carbon functionalized trifluoromethyl isoxazoline triflones
ChemistryOpen, 2014Co-Authors: Hiroyuki Kawai, Yutaka Sugita, Etsuko Tokunaga, Hiroyasu Sato, Motoo Shiro, Norio ShibataAbstract:Highly functionalized 5-trifluoromethyl-2-isoxazoline derivatives featuring a triflyl (SO2CF3) group at the 4-position were successfully synthesized via diastereoselective trifluoromethylation and halogenation of Isoxazole triflones using the Ruppert– Prakash reagent. The trifluoromethylation is quite general in terms of the substrates including 3,5-diaryl Isoxazole triflones and 3-aryl-5-styrylIsoxazole triflones to provide products in high yields with excellent diastereoselectivities. The highly functionalized 5-trifluoromethyl-2-isoxazoline derivatives are expected to be a new class of antiparasiticides. Thus the triflyl group both activates Isoxazoles and the 4-postion of CF3 adducts, and has a potential biological function.
-
synthesis of Isoxazole triflones
European Journal of Organic Chemistry, 2012Co-Authors: Hiroyuki Kawai, Yutaka Sugita, Etsuko Tokunaga, Norio ShibataAbstract:The first practical synthesis of Isoxazole triflones 3 (4-trifluoromethanesulfonylIsoxazoles, 4-triflylIsoxazoles) has been achieved by an operationally simple procedure consisting of the reaction between readily available α-triflyl ketones 4 and imidoyl chlorides 5 in the presence of triethylamine. The present method provides the biologically attractive Isoxazoles featuring a triflyl group at the 4-position with a wide substrate scope in good to high yield in all cases.
Etsuko Tokunaga - One of the best experts on this subject based on the ideXlab platform.
-
diastereoselective additive trifluoromethylation halogenation of Isoxazole triflones synthesis of all carbon functionalized trifluoromethyl isoxazoline triflones
ChemistryOpen, 2014Co-Authors: Hiroyuki Kawai, Yutaka Sugita, Etsuko Tokunaga, Hiroyasu Sato, Motoo Shiro, Norio ShibataAbstract:Highly functionalized 5-trifluoromethyl-2-isoxazoline derivatives featuring a triflyl (SO2CF3) group at the 4-position were successfully synthesized via diastereoselective trifluoromethylation and halogenation of Isoxazole triflones using the Ruppert– Prakash reagent. The trifluoromethylation is quite general in terms of the substrates including 3,5-diaryl Isoxazole triflones and 3-aryl-5-styrylIsoxazole triflones to provide products in high yields with excellent diastereoselectivities. The highly functionalized 5-trifluoromethyl-2-isoxazoline derivatives are expected to be a new class of antiparasiticides. Thus the triflyl group both activates Isoxazoles and the 4-postion of CF3 adducts, and has a potential biological function.
-
synthesis of Isoxazole triflones
European Journal of Organic Chemistry, 2012Co-Authors: Hiroyuki Kawai, Yutaka Sugita, Etsuko Tokunaga, Norio ShibataAbstract:The first practical synthesis of Isoxazole triflones 3 (4-trifluoromethanesulfonylIsoxazoles, 4-triflylIsoxazoles) has been achieved by an operationally simple procedure consisting of the reaction between readily available α-triflyl ketones 4 and imidoyl chlorides 5 in the presence of triethylamine. The present method provides the biologically attractive Isoxazoles featuring a triflyl group at the 4-position with a wide substrate scope in good to high yield in all cases.
