Category: chiral-catalyst

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
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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: 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
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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
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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.

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

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
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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

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
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[1,1′-Binaphthalene]-2,2′-diol, cas is 602-09-5, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,602-09-5

150.0 g (523.88 mmol) of 1 ,1 ‘-bi-2-naphthol (compound II), 138.37 g (1571 .3 mmol) of ethylene carbonate (3 equiv.) and 21 .75 g (157.13 mmol) of potassium carbonate (30 mol-%) in 1 L toluene were heated under reflux for at least 5 to 6 hours, by maintaining argon atmosphere. During the reaction gas evolves. The reaction is monitored by TLC using TBME as solvent. When TLC indicates complete reaction the slightly yellow reaction mixture is cooled to 70C and mixed with 100 g of water (Caution: CO2 gas evolution) The reaction mixture is then stirred for further 10-15 min at 70C to dissolve potassium carbonate. The stirrer is stopped and phases are separated at about 70C. The organic phase is washed with 100 g of 5% w/w aqueous solution of NaOH at 80- 90C for at least 1 h (Caution: CO2 gas evolution), followed by washing with water (each 100 mL) at 70C, until the pH of the washing water is neutral (pH 7). 15 g of charcoal is optionally added to the organic phase and the mixture is stirred at 70C for 30 min. Then the warm solution is filtered through Celite. The clear and slightly yellowish filtrate is cooled to RT and product crystallizes in the form of thin platelets. The solid is filtered off, washed with toluene and dried. 142-170 g (72.4-86.7 %) of the title compound are obtained as a white, dry solid.

With the rapid development of chemical substances, we look forward to future research findings about 602-09-5

Reference£º
Patent; REUTER CHEMISCHE APPARATEBAU KG; REUTER, Karl; ANDRUSHKO, Vasyl; KANTOR, Mark; STOLZ, Florian; KATO, Noriyuki; KONDO, Mitsuteru; SHIRATAKE, Munenori; ISHIHARA, Kentarou; IKEDA, Shinnya; SUZUKI, Shouko; HIROSE, Kouji; OSHIMA, Kensuke; NAGAYAMA, Shyouya; (45 pag.)WO2019/43060; (2019); A1;,
Chiral Catalysts
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23190-16-1, (1R,2S)-2-Amino-1,2-diphenylethanol is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5.0 mL of water and 0.21 mL of 1 N hydrochloric acid was added to 90 mg (0.21 mmol) of a mixture of a sodium salt of (3S)-3-benzyloxycarbonylamino-(R)-1-amino(sulfoamino)phosphinyl-2-piperidone and a sodium salt of (3R)-3-benzyloxycarbonylamino-(S)-1-amino(sulfoamino)phosphinyl-2-piperidone at about 1:1, and 42.6 mg (0.20 mmol) of (1R, 2S)-(-)-2-amino-1,2-diphenylethanol; and the reaction liquid was stirred while being heated. Both compounds were completely dissolved at an inner temperature of about 50C, heating was stopped, and the reaction liquid was left till the inner temperature becomes room temperature. The precipitated crystal was taken through a filter, and 25 mg of a salt of (3R)-3-benzyloxycarbonylamino-(R)-1-amino(sulfoamino) phosphinyl-2-piperidone with (1R,2S)-(-)-2-amino-1,2-diphenylethanol (0.040 mmol, an optical purity (d.e.) of 95%, and a yield of 19%) was obtained. salt of (3R)-3-benzyloxycarbonylamino-(R)-1-amino(sulfoamino)phosphinyl-2-piperidone with (1R,2S)-(-)-2-amino-1,2-diphenylethanol1H-NMR (200MHzFT, TMS, CD3OD) 1.63-2.02 (3H, m), 2.12-2.30 (1H, m), 3.50-3.88 (2H, m), 4.17-4.30 (1H, m), 4.46 (1H, d, J=4.0 Hz), 5.08 (2H, s), 5.22 (1H, d, J=4.0 Hz), 7.04-7.41 (15H, m)

23190-16-1, The synthetic route of 23190-16-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Nippon Kayaku Kabushiki Kaisha; ZAIDAN HOJIN BISEIBUTSU KAGAKU KENKYU KAI; EP1457494; (2004); A1;,
Chiral Catalysts
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[1,1′-Binaphthalene]-2,2′-diol, cas is 602-09-5, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,602-09-5

20.0 g (69.93 mol) of the starting material SM-0 was dissolved in 300 ml of anhydrous dichloromethane, 27.5 g (0.35 mol) of pyridine and 1.5 g of DMAP were added, 43.4 g (0.15 mol) of a solution of trifluoromethanesulfonic anhydride dissolved in dichloromethane was slowly added dropwise, the reaction was stirred at room temperature for 8 hours, and stirred with 300 ml of water for 30 minutes, the organic phase was collected, concentrated, dried, and purified using silica gel column, concentrated and dried under reduced pressure to obtain 36.5 g of a white solid in a yield of 95% .

With the rapid development of chemical substances, we look forward to future research findings about 602-09-5

Reference£º
Patent; Shijiazhuang Cheng Zhiyonghua Display Materials Co., Ltd.; Cao Jianhua; Wang Shibo; Dong Liang; Zhang Jianchuan; Sui Yan; Tang Yongshun; (39 pag.)CN108623430; (2018); A;,
Chiral Catalysts
Chiral catalysts – SlideShare