Category: chiral-catalyst

63126-47-6, (S)-2-(Methoxymethyl)pyrrolidine is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,63126-47-6

To a 100 mL RBF, was [ADD ][~)-^-INETHOXYMETHYL-PYNOLIDINE] (0.172 g, 1.5 mmol), and 50 mL [DICHLOROME ; HANE] at [0 oC] under nitrogen. 0.35 mL diisopropylethylamine (2.0 mmol) was added drop wise, and stirred for 10 min. 2- [CHLORO-6- (2-CHLOROPYRIDIN-4-YL)-3-METHYL-5-M-TOLYL-3H-PYRIMIDIN-4-ONE] (0.345 g, 1.0 mmol) was added in one portion, and stirred at [0 oC] to rt for 12 h. The mixture was diluted with 100 mL dichloromethane, washed with sat. [NAHC03] and brine. After purified by flash chromatography, the title compound was obtained in 0.40 g as pale yellow solid. MS (ES+): 425 [(M+H) +.]

As the paragraph descriping shows that 63126-47-6 is playing an increasingly important role.

Reference£º
Patent; AMGEN INC.; WO2003/99808; (2003); A1;,
Chiral Catalysts
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(R)-2′-amino-[1,1′-binaphthalen]-2-ol, cas is 137848-28-3, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,137848-28-3

General procedure: To a mixture of 3,4-dimethoxy-3-cyclobutene-1 ,2-dione (Ia) (0.2 mmol) in MeOH (0.25- 1 mL) the amine 2a-m was firstly added at room temperature. After the correspondingreaction time (ti) (see Table I), the amine 4a-n (0.2 mmol) was then added with MeOH (1.75-1 mL). After the corresponding reaction time (t2) (see Table I and Table Ibis), the product was purified by filtration or by column chromatography. Yields are reported in Table I and Table Ibis and pure compounds were obtained as stable solids.

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Reference£º
Patent; UNIVERSIDAD DE ZARAGOZA; CONSEJO SUPERIOR DE INVESTIGACIONES CIENTIFICAS (CSIC); MARQUEZ LOPEZ, Maria Eugenia; ALEGRE REQUENA, Juan Vicente; PEREZ HERRERA, Raquel; (70 pag.)WO2016/5407; (2016); A1;,
Chiral Catalysts
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(S)-(1-Ethylpyrrolidin-2-yl)methanamine, cas is 22795-99-9, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,22795-99-9

153 g of 4-amino-5-(ethylsulfonyl)-2-methoxybenzoic acid and 789 g of acetone were placed in a flask fitted with a stir bar, a thermocouple and a nitrogen line. The solution was cooled to -8 C., and then 70.4 g of ethyl chloroformate was added to the flask. An addition funnel was fitted to the flask and 79.3 g of 4-methyl morpholine was added drop wise, maintaining the temperature below 0 C. The mixture was agitated at -8 C. and then 55 g of (S)-(1-ethylpyrrolidin-2-yl)methanamine was added drop wise. The mixture was agitated at 0 C. for 1 hour, warmed to ambient temperature and then further agitated at ambient temperature to provide S-4-Amino-N-[(1-ethyl-2-pyrrolidinyl)methyl]-5-(ethylsulfonyl)-2-methoxybenzamide starting material. The reaction was then concentrated to minimum volume and 822 g of water, followed by 311 g of ethyl acetate, was added. The mixture was agitated and the organic layer removed. The solution was heated to 35 C. and 755 g of ethyl acetate and 326 g of 40 wt % potassium carbonate (aq) were added. The mixture was agitated, the phases allowed to separate, and the aqueous layer removed. Then 296 g of water of water was added, the mixture agitated, the phases allowed to separate and the aqueous layer removed. 302 g of water was added, the mixture agitated, the phases allowed to separate and the aqueous layer removed. The organic layer was transferred to a flask with a mechanical stirrer, a thermocouple and a nitrogen line. The organic layer was concentrated to dryness and 531 g of ethyl acetate was added. After agitation, the solution was concentrated to 400 mL. Then 305 g of ethyl acetate was added and the solution was concentrated to 400 mL and was 0.35 wt % water by Karl Fischer titration. The solution was then cooled to 30 C. and seeded with 300 mg of S-4-Amino-N-[(1-ethyl-2-pyrrolidinyl)methyl]-5-(ethylsulfonyl)-2-methoxybenzamide and a slurry formed. The solution was then cooled to 20 C. and agitated, and 495 g of methyl t-butyl ether was added. The slurry was then filtered, washed with 3:1 wt/wt methyl t-butyl ether:ethyl acetate and dried. 160.7 g of S-4-Amino-N-[(1-ethyl-2-pyrrolidinyl)methyl]-5-(ethylsulfonyl)-2-methoxybenzamide was obtained as a crystalline solid, representing a yield of about 74%.

As the rapid development of chemical substances, we look forward to future research findings about 22795-99-9

Reference£º
Patent; Sunovion Pharmaceuticals Inc.; Hopkins, Seth Cabot; Koblan, Kenneth Stephen; Snoonian, John R.; Wilkinson, Harold Scott; (95 pag.)US2019/167635; (2019); A1;,
Chiral Catalysts
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7181-87-5,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7181-87-5,1,3-Dimethyl-1H-benzo[d]imidazol-3-ium iodide,as a common compound, the synthetic route is as follows.

Additions: [0291] 0.6 gram of a Karstedt solution containing 16.2% platinum, i.e. 0.5 mmol of platinum, [0292] 137 mg of N,N-dimethylbenzimidazolium iodide, i.e. 0.5 mmol (1. 0 equiv.) (A,B,T3,T4=benzyl; T1T2=methyl), [0293] 112 mg of potassium tert-butoxide, i.e. 1 mmol (2 equiv.) [0294] 20 ml of dry THF. [0295] The solution of the Karstedt complex and the benzimidazolium salt are placed in the round-bottomed flask and then diluted in 20 ml of THF. The potassium tert-butoxide is added at room temperature and the mixture is stirred for 36 hours in the absence of light. The reaction medium is diluted in dichloromethane and then washed with water. The solvent is evaporated off and the oil obtained is rapidly filtered through silica gel (eluent: CH2Cl2). After evaporating off the solvent, the solid obtained is rinsed with two milliliters of hexamethyldisiloxane. 173 mg (66% yield) of an analytically pure white solid are obtained.

7181-87-5 1,3-Dimethyl-1H-benzo[d]imidazol-3-ium iodide 11821793, achiral-catalyst compound, is more and more widely used in various fields.

Reference£º
Patent; Buisine, Olivier; Marko, Istvan; Sterin, Sebastien; US2004/198996; (2004); A1;,
Chiral Catalysts
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1,3-Dimesityl-1H-imidazol-3-ium chloride, cas is 141556-45-8, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,141556-45-8

General procedure: Under an N2 atmosphere, the mixture of imidazolium salts 1 (1.1 mmol), benzoxazole or benzothiazole (2.0 mmol), PdCl2 (1.0 mmol) and K2CO3 (1.1 mmol) was stirred in anhydrous THF (10 mL) under reflux for 16 h. After cooling, filtration and evaporation,the residue was purified by preparative TLC on silica gelplates eluting with CH2Cl2 to afford the corresponding N-heterocyclic carbene-palladium(II) complexes 3a-d.

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Reference£º
Article; Wang, Tao; Xie, Huanping; Liu, Lantao; Zhao, Wen-Xian; Journal of Organometallic Chemistry; vol. 804; (2016); p. 73 – 79;,
Chiral Catalysts
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6,6′-((1E,1’E)-((2,3-Dimethylbutane-2,3-diyl)bis(azanylylidene))bis(methanylylidene))bis(2,4-di-tert-butylphenol), cas is 351498-10-7, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,351498-10-7

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).

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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.22795-99-9,(S)-(1-Ethylpyrrolidin-2-yl)methanamine,as a common compound, the synthetic route is as follows.

General procedure: Benzoic acid derivatives (1 mmol) and heterogeneous catalyst (10 mg) were mixed for 5 min in 1 mL of anhydrous toluene. Then, the amine (1.2 mmol) was added and the mixture was reacted under ultrasound for about 15-60 min at room temperature. After completion of the reaction (monitored by TLC), the catalyst was separated through filtration and the solvent was removed in vacuo. The obtained residue was dissolved in chloroform (10 ml) and washed with 10% NaHCO3 (10 ml) and HCl (1 M, 10 ml). The organic layer was extracted and dried over Na2SO4 and concentrated under reduced pressure to afford the amide, which was purified by recrystallization or column chromatography., 22795-99-9

As the paragraph descriping shows that 22795-99-9 is playing an increasingly important role.

Reference£º
Article; Ahmadi, Masoumeh; Moradi, Leila; Sadeghzadeh, Masoud; Research on Chemical Intermediates; vol. 44; 12; (2018); p. 7873 – 7889;,
Chiral Catalysts
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Benzo-18-crown 6-Ether, cas is 14098-24-9, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,14098-24-9

General procedure: 4.2.1. Method A. molecular clip 2 was obtained in 50% yield as described6b Method B. A mixture of bisether 8 (1 g, 2.65 mmol) and corresponding benzocrown ether (5.42 mmol) in PPA (30 g) was stirred vigorously at 80-85 for 30 min. A deep purple color was formed in 5 min. To the cooled reaction mixture was added water (150 mL) and product was extracted with CHCl3 (3¡Á50 mL). The organic layer was washed with water until neutral (?3¡Á50 mL) and subjected to azeotropic drying. The solvent was removed at reduced pressure and the residue was dissolved in a mixture of CHCl3/MeOH (50:1, 100 mL) and filtered through SiO2 (~30 mL). The solvent was removed at reduced pressure and the crude product was purified as described below. Method C. The procedure is similar to Method B, with exception that tetraol 9 (1.1 g, 2.65 mmol) was used instead bisether 8. Method D. A suspension of NaH (0.288 g, 12 mmol) in DMSO (26 mL) was heated with stirring at 70 for 30 min. The resulting mixture was cooled to room temperature and a solution of 11 (0.78 g, 2.65 mmol) in DMSO (40 mL) was added. Stirring was continued for 20 min and then solution of 10 (5.92 g, 5.83 mmol) in DMSO (40 mL) was added dropwise over 5 min and the resulting mixture was stirred at room temperature for 24 h. The mixture was poured into ice water (400 mL) and acidified with HCl to pH~2. The resulting solid was filtered off, washed with water (3¡Á50 mL). The crude product was purified as described below.

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Reference£º
Article; Bogaschenko, Tatiana Yu.; Lyapunov, Alexander Yu.; Kikot’, Leonid S.; Mazepa, Alexander V.; Botoshansky, Mark M.; Fonari, Marina S.; Kirichenko, Tatiana I.; Tetrahedron; vol. 68; 24; (2012); p. 4757 – 4764;,
Chiral Catalysts
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(S)-(1-Ethylpyrrolidin-2-yl)methanamine, cas is 22795-99-9, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,22795-99-9

49 g of methyl 2-methoxy-5-sulfamoylbenzoate and(S)-1-ethyl-2-aminomethyltetrahydropyrrolidine 26.5gAdd to the reaction bottle,The reaction was carried out at 90 to 100 ¡ã C for 5 hours under nitrogen protection.The reaction was completed, cooled to 80 ¡ã C, 50 g of ethanol was added, and the mixture was stirred and refluxed for 10 minutes.Cool to 5 ¡ã C and stir for 2 hours, filter,It was washed with ethanol and dried at 65 ¡ãC.The yield was 93.8percent, and the purity was 99.2percent.

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Reference£º
Patent; Jiangsu Tianshili Diyi Pharmaceutical Co., Ltd.; Liu Jinping; Liu Wenzheng; Zhu Zhanyuan; Yang Guojun; (5 pag.)CN103804265; (2018); B;,
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.

Tris [4- (pyridin-4-yl) phenyl] amine compound (47.6 mg, 0.10 mmol)1,3-bis (2,6-diisopropylphenyl) imidazolium chloride (IPr.HCl) (127.5 mg, 0.30 mmol),PdCl2 (53.2 mg, 0.30 mmol)And potassium carbonate (41.5 mg, 0.30 mmol) were added to a 25 mL single neck flask,Tetrahydrofuran (5 mL) was then added,The reaction was stirred at 65 C for 16 h under argon atmosphere.Stop the reaction,Cool to room temperature,concentrate,Thin layer chromatography to give compound I,Yield 57%.

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

Reference£º
Patent; Shangqiu Normal University; Wang Tao; Xu Kai; Liu Lantao; Zhao Wenxian; Liu Shuang; Li Feng; Meng Tuanjie; Xie Huanping; (12 pag.)CN105131044; (2017); B;,
Chiral Catalysts
Chiral catalysts – SlideShare