Day: September 23, 2020

14098-24-9, Benzo-18-crown 6-Ether is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: The carbonyl substrate (0.1 g) is dissolved in 1-2 mL of anhydrous CHCl3 and 2.0 equiv of a benzocrown ether is added to the solution. To this mixture, CF3SO3H (8.0 equiv; H2SO4 may be used in some cases) is added dropwise with stirring. The reaction is stirred at room temperature for at least 2 h, after which, the mixture is poured over several grams of ice. The resulting solution is extracted three times with CHCl3. The organic phase is subsequently washed three times with water and dried over MgSO4 solution. Removal of the solvent provides the product.

14098-24-9, The synthetic route of 14098-24-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Zielinski, Matthew E.; Tracy, Adam F.; Klumpp, Douglas A.; Tetrahedron Letters; vol. 53; 14; (2012); p. 1701 – 1704;,
Chiral Catalysts
Chiral catalysts – SlideShare

1,4,7,10,13-Pentaoxacyclopentadecane, cas is 33100-27-5, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,33100-27-5

The (2S,4R)-4-(tert-butyldimethylsilyloxy)-4-[3-(8-chloro-2-oxo-1,2,3,4-tetrahydroquinolin-6-ylthio)phenyl]-2-methyltetrahydropyran used as a starting material was obtained as follows: Sodium hydride (50percent dispersion in mineral oil, 0.3 g) was added portionwise to a stirred mixture of (2S,4R)-4-hydroxy-4-(3-iodophenyl)-2-methyltetrahydropyran (1.64 g), 1,4,7,10,13-pentaoxacyclopentadecane (hereinafter 15-crown-5, 0.05 g) and THF (30 ml) and the mixture was stirred at ambient temperature for 30 minutes. Tert-butyldimethylsilyl chloride (0.9 g) was added and the mixture was stirred and heated to 60¡ã C. for 6 hours. The mixture was cooled to ambient temperature and partitioned between diethyl ether and a dilute aqueous ammonium chloride solution. The organic solution was washed with brine, dried (Na2 SO4) and evaporated. The residue was purified by column chromatography using increasingly polar mixtures of hexane and ethyl acetate as eluent. There was thus obtained (2S,4R)-4-(tert-butyldimethylsilyloxy)-4-(3-iodophenyl)-2-methyltetrahydropyran (1.9 g, 88percent) as an oil.

As the rapid development of chemical substances, we look forward to future research findings about 33100-27-5

Reference£º
Patent; Zeneca Limited; Zeneca Pharma S.A.; US5478842; (1995); A;,
Chiral Catalysts
Chiral catalysts – SlideShare

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.33100-27-5,1,4,7,10,13-Pentaoxacyclopentadecane,as a common compound, the synthetic route is as follows.

[0083] (S) N-(Acetoxymethyl)-N-[(1R,2S,5R)-menthyloxycarbonyl]-4-(1,4,7,10-tetraoxa-13-azacyclopentadecan-13-yl)homoalanine methyl ester (53): A solution of the aldehyde (40) (78 mg, 0.20 mmol) in dry dichloroethane (3 mL) wastreated with 1-aza-15-crown-5 (58 mg, 0.26 mmol) and triethylamine (38 mL, 0.27 mmol) and stirred for 10 min. at 26¡ãC. Then sodium (triacetoxy)borohydride (69 mg, 0.32 mmol) was added and the stirring continued for 2.5 h. After usualwork-up and concentration, the residue was purified by rotatory chromatography (hexane/EtOAc, 98:2), yielding theproduct (53) (108 mg, 91percent) as a yellowish slurry: [alpha]D =-51.22 (c 0.41, CHCl3); 1H NMR (500 MHz, CDCl3, 70 ¡ãC) deltaH0.77 (3H, d, J = 6.9 Hz, Me), 0.80-0.90 (1 H, m, 4?-Ha), 0.88 (3H, d, J = 7.3 Hz, Me), 0.89 (3H, d, J = 6.6 Hz, Me), 0.96(1 H, m, 6?-Hb), 1.05 (1 H, m, 3?-Ha), 1.36 (1 H, m, 2?-H), 1.55 (1 H, m, 5?-H), 1.62-1.69 (2H, m, 4?-Hb + 3?-Hb), 1.86 (1H, m, 2″-H), 1.96 (1 H, m, 3-Ha), 2.00 (3H, s, Ac), 2.02 (1 H, m, 6?-Ha), 2.23 (1 H, m, 3-Hb), 2.57-2.69 (2H, m, 4-H2),2.72-2.82 (4H, m, 2 x CH2N), 3.58-3.64 (16H, m, 8 x CH2O), 3.66 (3H, s, OMe), 4.52 (1 H, br b, 2-H), 4.60 (1 H, ddd, J= 4.4, 10.8, 11.0 Hz, 1?-H), 5.35 (1 H, br d, J = 11.0 Hz, OCHaN), 5.45 (1 H, d, J = 11.0 Hz, OCHbN); 13C NMR (125.7MHz, CDCl3, 70 ¡ãC) deltaC 16.3 (CH3), 20.7 (CH3), 21.8 (CH3), 23.6 (CH2), 25.9 (CH), 28.0 (CH2), 31.4 (CH), 34.3 (CH2),41.1 (CH2), 47.4 (CH), 51.9 (CH3), 53.0 (CH2), 54.7 (2 x CH2), 58.3 (CH), 69.8 (2 x CH2), 70.3 (2 x CH2), 70.6 (2 x CH2),71.1 (2 x CH2), 76.7 (CH), 155.3 (C), 170.3 (C), 171.7 (C); MS (EI) m/z (relative intensity) 588 (M+, 1), 545 (M+ – CHMe2, 2), 529 (M+ – OAc, 4), 232 ([1-methylen-1-aza-15-crown-5]+, 100. HRMS calcd for C29H52N2O10, 588.3622, found588.3626; calculated for C26H45N2O10, 545.3074, found 545.3077; calculated for C25H41N2O10, 529.2761, found529.2758; calculated for C11H22NO4, 232.1549, found 232.1542. Elemental analysis: Calculated for C29H52N2O10: C,59.16; H, 8.90; N, 4.76; found C, 59.24; H, 8.90; N, 4.88., 33100-27-5

33100-27-5 1,4,7,10,13-Pentaoxacyclopentadecane 36336, achiral-catalyst compound, is more and more widely used in various fields.

Reference£º
Patent; Consejo Superior De Investigaciones Cientificas (CSIC); ROMERO ESTUDILLO, Ivan Omar; BOTO CASTRO, Alicia; EP2957555; (2015); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

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.

To a mixture of cyanuric chloride(0. 368 g, 2 mmol) inCH3CN atabout-20 C was added N-phenyl glycinonitrile (0.264 g, 2 mmol) inCH3CN followed by the addition of DIEA (0.35 mL, 2 mmol) and stirred for about 1 hour. The reaction mixture was then stirred at room temperature for about1 hour. Then, cycloheptylamine (0.25 mL, 2 mmol) and DIEA(0. 35 mL, 2 mmol) were added and the reaction mixture was stirred overnight at rt. Then,S- (-)-2-aminomethyl-N-ethyl pyrrolidine (0.29 mL,2 mmol) and DIEA (0.35 mL, 2 mmol) were added and the reaction mixture was refluxed overnight. The reaction mixture was diluted with ethyl acetate and washed with brine. The organic layer was separated and dried over sodium sulfate, filtered, and concentrated under reduced pressure. The crude material was purified by column chromatography eluting with 96: 3: 1 methylene chloride: methanol:conc. ammonium hydroxide to yield 143, (0.300 g, 33percent) mp53-55 C ; HPLC: Inertsil ODS-3VC18, 40:30 : 30 [KH2P04 (0.01 M, pH 3. 2) : CH30H: CH3CN], 264 nm,Rt 6.9 min, 94.1percent purity; MS (ESI):m/z 449 (M+H, 100), 381 (1.2),353 (16.2), 226 (19.9), 225 (54.3), 212 (20.5), 177 (18. 3), 164 (9.6)., 22795-99-9

The synthetic route of 22795-99-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; REDDY US THERAPEUTICS, INC.; WO2004/26844; (2004); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

137848-28-3, (R)-2′-amino-[1,1′-binaphthalen]-2-ol is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Modified method [69]. Salicylaldehyde (1.22 g, 10.0 mmol) was mixed with (R)-2-amino-2′-hydroxy-1,1′-binaphthyl (2.85 g,10.0 mmol) in dry toluene (50 mL). A few 4 A molecular sieves were added, and the solution was warmed up to 70 C and kept for two days at this temperature. The solution was filtered, and the filtrate was concentrated to 10 mL. Yellow microcrystals 1H2 were isolated when this solution was kept at -20 C for two days. Yield: 3.31 g (85%). M.p.: 120-122 C. 1H NMR (C6D6): d 12.45 (s, 1H, OH), 8.23 (s, 1H, CHN), 7.83 (m, 2H, aryl), 7.74 (m, 2H,aryl), 7.57 (d, J = 8.4 Hz, 1H, aryl), 7.36 (m, 1H, aryl), 7.28 (m, 2H, aryl), 7.17 (m, 2H, aryl), 7.11 (m, 2H, aryl), 6.96-6.83 (m,3H, aryl), 6.62 (t, J = 7.2 Hz, 1H, aryl), 4.73 (s, 1H OH). These spectroscopicdata were in agreement with those reported in the literature [69]., 137848-28-3

As the paragraph descriping shows that 137848-28-3 is playing an increasingly important role.

Reference£º
Article; Chen, Liang; Zhao, Ning; Wang, Qiuwen; Hou, Guohua; Song, Haibin; Zi, Guofu; Inorganica Chimica Acta; vol. 402; (2013); p. 140 – 155;,
Chiral Catalysts
Chiral catalysts – SlideShare

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: 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., 141556-45-8

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

Reference£º
Article; Wang, Tao; Xie, Huanping; Liu, Lantao; Zhao, Wen-Xian; Journal of Organometallic Chemistry; vol. 804; (2016); p. 73 – 79;,
Chiral Catalysts
Chiral catalysts – SlideShare

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: Under a N2 atmosphere, a mixture of imidazolium salts 1(0.225 mmol), PdCl2 (0.15 mmol), K2CO3 (0.45 mmol) and picolinicacid 2 (0.15 mmol) was stirred in anhydrous THF (2.0 mL) underreux for 12 h. Then the solvent was removed under reducedpressure, and the residue was puried by ash column chroma-tography (SiO2) to give complexes 3 as yellow solids., 141556-45-8

The synthetic route of 141556-45-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Zhang, Zhi-Mao; Gao, Yu-Jue; Lu, Jian-Mei; Tetrahedron; vol. 73; 52; (2017); p. 7308 – 7314;,
Chiral Catalysts
Chiral catalysts – SlideShare

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.

[Ru(COD)Cl2]n (300 mg, 1 mmol), IMesH2Cl (1.47 g, 4 mmol), tricyclohexylphosphine (300 mg, 1 mmol), and KN(SiMe3)2 (540 mg, 2.5 mmol) were weighed directly into a 600 mL Schlenk tube. The flask was evacuated and filled with dry argon (2¡Á). Degassed benzene (300 mL) was added and the flask was pressurized to 30 psi with H2. The suspension was vigorously stirred for 12 hours at 90 C., yielding a bright yellow solution and white precipitate (1). After cooling the reaction to 5 C., propargyl chloride (0.3 mL, 4 mmol) was slowly added via syringe and the reaction mixture was allowed to warm to room temperature. The resulting brown benzene solution was washed with degassed 1M HCl (2¡Á), degassed brine (2¡Á), filtered through Celite and concentrated in vacuo to afford compound (2) as a brown solid in 90% yield (95% purity). The brown solid displayed catalytic behavior identical with previously synthesized second-generation catalysts. Analytically pure (2) was obtained by column chromatography on silica gel (degassed 3:1 hexanes/Et2O). 1H NMR (CD2Cl2): delta 18.49 (d, J=11.1 Hz, 1H), 7.26 (d, J=10.9 Hz, 1H), 6.97 (s, 2H), 6.77 (s, 2H), 3.92 (m, 4H), 2.58 (s, 6H), 2.37 (s, 6H), 2.29 (s, 3H), 2.23 (s, 3H), 0.88-1.584 (m, 33H), 1.06 (s, 3H), 1.08 (s, 3H). 31P NMR (CD2Cl2): delta 28.9. The reaction was repeated several times with one or more reaction conditions modified so as to optimize the yield of the product. It was found that the yield could be increased to greater than 95% by reducing the reaction temperature from 90 C. to 80 C., 173035-10-4

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

Reference£º
Patent; CALIFORNIA INSTITUTE OF TECHNOLOGY; Grubbs, Robert H.; Chatterjee, Arnab K.; Choi, Tae-Lim; Goldberg, Steven D.; Love, Jennifer A.; Morgan, John P.; Sanders, Daniel P.; Scholl, Matthias; Toste, F. Dean; Trnka, Tina M.; (27 pag.)US9403854; (2016); B2;,
Chiral Catalysts
Chiral catalysts – SlideShare

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.

In a 100 mL eggplant bottle, 1.22 g of benzaldehyde, 30 mL of anhydrous ethanol,(S) -1-ethyl-2-aminomethyltetrahydropyrroline, and the mixture was heated under reflux for 24 hours. Adding 0.76 g of sodium borohydride, stirring for 3 hours, pouring into water, extracting the organic phase with dichloromethane,Dried over anhydrous magnesium sulfate, and the solvent was removed to obtain a pale yellow viscous liquid.30 mL of absolute ethanol, 0.6 g of paraformaldehyde, 1.63 g of 2,4-dichlorophenol were added, and the mixture was heated under reflux for 12 hours.The crude product was chromatographed on silica gel to give red liquid L1 (2.32 g, 59.0percent)., 22795-99-9

The synthetic route of 22795-99-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; East China University of Science and Technology; Ma, HaiYan; Wang, haobing; (35 pag.)CN103787943; (2016); B;,
Chiral Catalysts
Chiral catalysts – SlideShare

22795-99-9, (S)-(1-Ethylpyrrolidin-2-yl)methanamine is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixture of cyanuric chloride (0.368 g, 2 mmol) in CH3CN at about -20¡ã C. was added N-phenyl glycinonitrile (0.264 g, 2 mmol) in CH3CN followed by the addition of DIEA (0.35 mL, 2 mmol) and stirred for about 1 hour. The reaction mixture was then stirred at room temperature for about 1 hour. Then, cycloheptylamine (0.25 mL, 2 mmol) and DIEA (0.35 mL, 2 mmol) were added and the reaction mixture was stirred overnight at rt. Then, S-(-)-2-aminomethyl-N-ethyl pyrrolidine (0.29 mL, 2 mmol) and DIEA (0.35 mL, 2 mmol) were added and the reaction mixture was refluxed overnight. The reaction mixture was diluted with ethyl acetate and washed with brine. The organic layer was separated and dried over sodium sulfate, filtered, and concentrated under reduced pressure. The crude material was purified by column chromatography eluding with 96:3:1 methylene chloride:methanol:conc. ammonium hydroxide to yield 143, (0.300 g, 33percent) mp 53-55¡ã C.; HPLC: Inertsil ODS-3V C18, 40:30:30 [KH2PO4 (0.01 M, pH 3.2):CH3OH:CH3CN], 264 nm, Rt 6.9 min, 94.1percent purity; MS (ESI): m/z 449 (M+H, 100), 381 (1.2), 353 (16.2), 226 (19.9), 225 (54.3), 212 (20.5), 177 (18.3), 164 (9.6)., 22795-99-9

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

Reference£º
Patent; Timmer, Richard T.; Alexander, Christopher W.; Pillarisetti, Sivaram; Saxena, Uday; Yeleswarapu, Koteswar Rao; Pal, Manojit; Reddy, Jangalgar Tirupathy; Krishma Reddy, Velagala Venkata Rama Murali; Sesila Sridevi, Bhatlapenumarthy; Kumar, Potlapally Rajender; Reddy, Gaddam Om; US2004/209882; (2004); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare