Category: chiral-catalyst

141556-45-8, 1,3-Dimesityl-1H-imidazol-3-ium chloride is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a Schlenk flask under argon, to a THF suspension (20 mL) of 1,3-bis(2,4,6-trimethylphenyl)imidazolium chloride (1 g, 2.93 mmol), solid potassium tert-butoxide (0.35 g, 3.12 mmol) was added in a single portion. The mixture was stirred for 45 min at room temperature, and volatiles were removed under vacuum. After addition of THF (20 mL) and stirring for 5 min, the reaction mixture was filtered under argon, and carbon tetrabromide (2.42 g, 5.86 mmol) in THF (10 mL) was added dropwise to solution, over a period of ca. 30 min. The resulting brown solution was stirred for 4 h. Subsequent removal of volatiles in vacuo gave a dark brown residue that was extracted into toluene (10 mL) and then a solution of HCl in dioxane (4 mol/L) was added, and the resulting white precipitate was collected. Yield 351 mg (29%). 1H NMR (500 MHz, DMSO-d6): delta 2.13 (s, 12H, o-CH3), 2.39 (s, 6H, p-CH3), 7.27 (s, 4H, Ar-H), 10.13 (s, 1H, HNCN); 1H NMR (500 MHz, CDCl3): delta 2.20 (s, 6H, p-CH3), 2.54 (s, 12H, o-CH3), 6.82 (s, 4H, Ar-H), 10.16 (s, 1H, HNCN); 13C NMR (125 MHz, DMSO-d6): delta 16.9, 20.7, 113.1, 129.3, 129.6, 135.1, 140.5, 141.7; Elemental analysis calcd. for C21H23Br2ClN2: C 50.58, H 4.65, N 5.62; found C 50.55, H 4.59, N 5.67; ESI-MS (C21H23Br2Cl1N2) (m/z): 497.4 [M]+.

141556-45-8 1,3-Dimesityl-1H-imidazol-3-ium chloride 2734211, achiral-catalyst compound, is more and more widely used in various.

Reference£º
Article; Amini, Mojtaba; Bagherzadeh, Mojtaba; Rostamnia, Sadegh; Chinese Chemical Letters; vol. 24; 5; (2013); p. 433 – 436;,
Chiral Catalysts
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33100-27-5, 1,4,7,10,13-Pentaoxacyclopentadecane is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 2-(3-methoxymethoxyphenyl)butane-1,2-diol (16.3 g), sodium hydride (8.74 g of a 50percent w/w dispersion in mineral oil) and dimethylformamide (160 ml) was stirred at ambient temperature for 15 minutes. Methyl iodide (41.3 g) and 1,4,7,10,13-pentaoxacyclopentadecane (hereinafter 15-crown-5, 0.5 g) were added and the mixture was stirred at ambient temperature for 15 hours. The mixture was evaporated and the residue was partitioned between methylene chloride and water. The organic layer was separated, washed with water, dried (MgSO4) and evaporated. There was thus obtained 2-methoxy-2-(3-methoxymethoxyphenyl)but-1-yl methyl ether as an oil (16.3 g, 95percent).

The synthetic route of 33100-27-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Imperial Chemical Industries PLC; ICI Pharma; US5202326; (1993); A;,
Chiral Catalysts
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.173035-10-4,1,3-Dimesityl-4,5-dihydro-1H-imidazol-3-ium chloride,as a common compound, the synthetic route is as follows.

Example 38 50.0g of 1,3-Bis-(2,4,6-trimethylphenyl)imidazolinium chloride was added to a 1000 mL single neck round bottom flask containing a Teflon-coated stirbar. 15.2 g of Lithium tert-butoxide (1.3 mol equivalents of Lithium tert-butoxide to 1,3-Bis-(2,4,6-trimethylphenyl)imidazolinium chloride) was added to the 1000 mL flask. 190 mL of anhydrous Hexanes was added to the 1000 mL flask and the flask was capped with a septum and the headspace was purged with argon for 15 minutes with stirring. This mixture was stirred for 2 hours at room temperature. After 2 hours the septum on the 1000 mL flask was replaced with a 250 mL addition funnel. 250 mL of CHCl3 was added to the addition funnel and the funnel was capped with a septum and purged with argon for 5 minutes. After the 250 mL of CHCl3 was added dropwise to the reaction mixture in the 1000 mL flask an additional 130 mL of CHCl3 was added to the addition funnel and the funnel was capped with a septum and purged with argon for 5 minutes. The additional 130 mL of CHCl3 was added dropwise to the reaction mixture in the 1000 mL flask with stirring. A total of 380 mL of CHCl3 was added dropwise to the 1000 mL flask at room temperature under an atmosphere of argon with stirring. Once the 380 mL of CHCl3 was added to the 1000 1 l flask the additional funnel was removed from the flask and the flask was capped with a septum. The headspace of the flask was purged with argon for 15 minutes. The reaction mixture was stirred for 24 hours under an atmosphere of argon to yield an off-white solution. This off-white solution is cooled to 0 C. and then washed with saturated NH4Cl(aq) (4*200 mL) in a separatory funnel at 22-25 C. The organic layer was then washed with saturated NaCl(aq) (2*200 mL) in a separatory funnel at 22-25 C. The organic layer was then placed in a single neck round bottom flask and the excess chloroform was removed in vacuo to yield the crude product as a powdery off-white solid. The off-white solid was washed with a minimal amount of cold methanol (0 C.) and filtered to give 52.5 g of 1,3-dimesityl-2-(trichloromethyl)imidazolidine (62.1 g theoretical yield) as a white to off-white crystalline powder in 85% yield.

The synthetic route of 173035-10-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Grubbs, Robert H.; Moore, Jason L.; Morgan, John P.; Bell, Andrew; US2003/83445; (2003); A1;,
Chiral Catalysts
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.2133-34-8,(S)-Azetidine-2-carboxylic acid,as a common compound, the synthetic route is as follows.

EXAMPLE 4 Dioxane (3 mL) was added to (S)-4-phthalimido-2-hydroxybutyric acid (1.0 g) in a nitrogen atmosphere. Thionyl chloride (2.5 g) was added to the mixture with stirring, and the mixture was stirred at 40C for one hour. Pyridine (0.06 g) was then added to the mixture and further stirred at 40C for 15 hours to produce a solution of dioxane and (R)-4-phthalimido-2-chlorobutyryl chloride. The solution was placed in an ice bath and then water (5 mL) was added with stirring. The solution was extracted with ethyl acetate at room temperature. The resultant organic solution was washed with a brine solution and was dried with mirabilite. The resultant solution containing ethyl acetate was concentrated under reduced pressure to recover (R)-4-phthalimido-2-chlorobutyric acid. Methanol (9 mL) was added to the compound. To the mixture 80% hydrazine hydrate (0.5 g) was added with stirring, and the mixture was stirred at 40C overnight. Water (6 mL) was then added to the solution with stirring and 47% sulfuric acid (3 mL) was added to the solution. The mixture was stirred at room temperature for three hours and the precipitate was filtered. The filtrate was concentrated under reduced pressure to produce an aqueous solution of (R)-4-amino-2-chlorobutyric acid. The solution was then placed in an ice bath and an aqueous sodium hydroxide solution (400 g/L) was added to the solution in order to adjust the pH of the solution to 2.0. Water was added to the solution to obtain about 30 g of solution. The resultant solution was heated to about 80C with stirring. Magnesium hydroxide (0.20 g) was added to the solution and the solution was stirred for 10 hours to produce an aqueous solution of (S)-azetidine-2-carboxylic acid. The solution was spontaneously cooled to room temperature. Sodium carbonate (0.43 g) and DIBOC (0.90 g) were added with stirring and the mixture was further stirred overnight. Hydrochloric acid (6N) was added to the solution in order to adjust the pH of the solution to 2.0. The resultant mixture was extracted with ethyl acetate three times. The resultant organic solution was washed with a saturated brine solution and dried with sodium sulfate. The solvent in the mixture was then removed to recover (S)-N-(tert-butoxycarbonyl)azetidine-2-carboxylic acid (0.32 g) (yield 41%, optical purity 87.1 %e.e.).

The synthetic route of 2133-34-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; KANEKA CORPORATION; EP1415985; (2004); A1;,
Chiral Catalysts
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.250285-32-6,1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride,as a common compound, the synthetic route is as follows.

To anhydrous1,4-dioxane (20 mL), [Pd(acac)2] 1 g (3.3 mmol,1 equiv) and IPrHCl 1.56 g (3.7 mmol, 1.1 equiv) were added. The mixture was refluxed for 24 h. After reaction,solvent was evaporated under vacuum. Then, dichloromethane was added and stirred until no more soliddissolved. The solution was filtered and dichloromethane was removed under vacuum. Yellow powder obtained was washed with diethyl ether and dried under vacuum. Yellow solids, yield: 85%, 1H NMR (399.78 MHz, CDCl3 delta 7.49(t, 2H), 7.32 (m, 4H), 7.10 (s, 2H), 5.10 (s, 1H), 2.94 (td,4H), 1.81 (d, 6H), 132 (d, 12H), 1.08 (12H), 13C NMR(100.53 MHz, CDCl3) delta 186.70, 183.61, 155.98, 146.61,135.05, 130.42, 125.30, 124.20, 99.46, 28.54, 27.13,26.36, 23.07.

250285-32-6 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride 2734913, achiral-catalyst compound, is more and more widely used in various.

Reference£º
Article; Lee, Dong Jin; Kim, Myungwoong; Kim, Chan Kyung; Lee, Ik Mo; Bulletin of the Korean Chemical Society; vol. 40; 7; (2019); p. 710 – 718;,
Chiral Catalysts
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250285-32-6, 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: conditions 1), NHC.HCl (1.0mmol) was dissolved/suspended in 5mL water. Tollens? reagent was prepared by mixing silver(I) oxide (127mg, 0.548mmol) and concentrated ammonia (0.73mL, 15.3mol/L, 11mmol) until complete dissolution. The reagent was diluted with quantum satis water for a final volume of 5mL. An instantaneous precipitation was observed. After 30minat RT, the white solid was filtered and washed with water. Conditions 2), NHC.HCl (1.0mmol) was dissolved/suspended in 10mL of water or ethanol. Silver(I) oxide (127mg, 0.549mmol) and ammonia (0.65mL, 15.3mol/L, 9.9mmol) were added. After 30-200min at RT, the white solid was isolated by filtration and washed with water (IMes, SIMes) or ethanol (IPr, SIPr).

As the paragraph descriping shows that 250285-32-6 is playing an increasingly important role.

Reference£º
Article; Gibard, Clementine; Fauche, Kevin; Guillot, Regis; Jouffret, Laurent; Traikia, Mounir; Gautier, Arnaud; Cisnetti, Federico; Journal of Organometallic Chemistry; vol. 840; (2017); p. 70 – 74;,
Chiral Catalysts
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351498-10-7, 6,6′-((1E,1’E)-((2,3-Dimethylbutane-2,3-diyl)bis(azanylylidene))bis(methanylylidene))bis(2,4-di-tert-butylphenol) is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A 50 mL flask was charged with N,N’-bis(3,5-di-tert-butylsalicylidene)-1,1,2,2-tetramethylethenediamine (0.430 g, 0.78 mmol, 1.0 equiv), EtOH (17 mL), and Co(OAc)2 (0.139 g, 0.78 mmol, 1.0 equiv). The mixture was degassed and then heated to reflux under nitrogen for 3 h, cooled to room temperature. The precipitate was filtered and the purple solid was washed with EtOH (10 mL) and dried under high vacuum to give 0.353 g (75%) of the cobalt(II) complex.

351498-10-7 6,6′-((1E,1’E)-((2,3-Dimethylbutane-2,3-diyl)bis(azanylylidene))bis(methanylylidene))bis(2,4-di-tert-butylphenol) 135404188, achiral-catalyst compound, is more and more widely used in various.

Reference£º
Patent; Vitae Pharmaceuticals, Inc.; Boehringer Ingelheim International GmbH; US2010/331320; (2010); A1;,
Chiral Catalysts
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.141556-45-8,1,3-Dimesityl-1H-imidazol-3-ium chloride,as a common compound, the synthetic route is as follows.

General procedure: General Method: To a 20 mL solution of 1.1 equivalents of nickelocene (41 mg, 0.22 mmol) in anhydrous THF, the respective imidazolium NHC precursor (0.2 mmol) was added as a solid. The resulting suspension was then refluxed for 4 h. The general method was modified for 4, 5 and 6. The reactions involving the formation of more electron-deficient 4 and 5 required 10 h at reflux with 2 equivalents of nickelocene (75 mg, 0.4 mmol). Synthesis of 6 was achieved after 16 h of reflux in the presence of 2.6 equivalents of nickelocene (98 mg, 0.52 mmol). The compounds were then purified by column chromatography. Details available in the Supporting information.

141556-45-8 1,3-Dimesityl-1H-imidazol-3-ium chloride 2734211, achiral-catalyst compound, is more and more widely used in various.

Reference£º
Conference Paper; Luca, Oana R.; Thompson, Bennett A.; Takase, Michael K.; Crabtree, Robert H.; Journal of Organometallic Chemistry; vol. 730; (2013); p. 79 – 83;,
Chiral Catalysts
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351498-10-7, 6,6′-((1E,1’E)-((2,3-Dimethylbutane-2,3-diyl)bis(azanylylidene))bis(methanylylidene))bis(2,4-di-tert-butylphenol) is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Cobalt catalyst 1 was prepared as follows: A 50 mL flask was charged with lambda/,/V’-bis(3,5-di-fert-butylsalicylidene)-1 ,1 ,2,2-tetramethylethenediamine (0.4302 g, 0.78 mmol, 1.0 equiv), EtOH (17 mL), and Co(OAc)2 (0.1385 g, 0.78 mmol, 1.0 equiv). The mixture was degassed and then heated to reflux under nitrogen for 3 h, cooled to room temperature. The precipitate was filtered and the purple solid was washed with EtOH (10 mL) and dried under high vacuum to give 0.3533 g (75%) of the cobalt(l I) complex. LC-MS Method 2 tR = 1.921 min, m/z = 440.1 ; 1H NMR (CD3OD) delta=1.25 (s, 3H), 1.49 (s, 3H), 2.04 (d, 3H), 2.34 (m, 2H), 2.38 (m, 1 H), 2.40 (m, 2H), 3.02 (m, 1H), 5.67 (m, 1 H), 6.97 (m, 2H), 7.26 (m, 3H), 7.38 (m, 4H).

As the paragraph descriping shows that 351498-10-7 is playing an increasingly important role.

Reference£º
Patent; VITAE PHARMACEUTICALS, INC.; WO2009/61498; (2009); A1;,
Chiral Catalysts
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.250285-32-6,1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride,as a common compound, the synthetic route is as follows.

Under inert atmosphere, 1,3-bis-(2,6-diisopropylphenyl)imidazolium chloride (1.03 g,1.86 mmol, 1.00 equiv.) was dissolved in dichloromethane/acetonitrile mixture (40 mL, 1:1 v/v)and silver(I) oxide (366 mg, 1.58 mmol, 0.85 equiv.) was added. The mixture was stirred at roomtemperature for 2 d and the solvent was removed in vacuum and the residue was treated withdichloromethane (20 mL) and not soluble material was filtered off. Then, iodine (802 mg,3.16 mmol, 1.70 equiv.) in dichloromethane (20 mL) was added slowly and stirred overnight andthe solvent was removed in vacuum. The crude intermediate, was dissolved in MeOH/H2O(150 mL, 1:2 v/v) and NaOTf (480 mg, 2.79 mmol, 1.50 equiv.) in MeOH/H2O (60 mL, 1:5 v/v)was added. More water (150 mL) was added to complete the precipitation. The solid was filteredoff and was recrystallized from CH2Cl2/MTBE to give C6-OTf (700 mg, 1.05 mmol, 57 %).

250285-32-6 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride 2734913, achiral-catalyst compound, is more and more widely used in various.

Reference£º
Article; Von Der Heiden, Daniel; Detmar, Eric; Kuchta, Robert; Breugst, Martin; Synlett; vol. 29; 10; (2018); p. 1307 – 1313;,
Chiral Catalysts
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