Day: November 4, 2020

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

In a glove box, a Schlenk flask equipped with a magnetic bar is loaded with the imidazolium salt IPr EtaC1 (2.96 g, 7 mmol), Pd(acac), (1.53 g, 5 mmol) and dry dioxane (100 mL). The flask was taken outside the glove box and placed in an oil bath at 100 C over a magnetic stirrer for 6 hours. After that time, the solution looked clear with no solid remaining. The solvent was evaporated in vacuo and diethyl ether was added until no more solid was dissolved. The solution is filtered and the solid washed with diethyl ether (2 x 10 mL). The solvent was evaporated in vacuo to yield 2.99 g (95 %) of the desired compound as a yellow powder.1H NMR (delta, 400 MHz, CDCl3): 7.51 (t, / = 7.8 Hz, 2H), 7.35 (d, / = 7.8 Hz, 4H), 7.12 (s, 2H), 5.12 (s, IH), 2.95 (q, / = 6.4 Hz, 4H), 1.84 (s, 3H), 1.82 (s, 3H), 1.34 (d, / = 6.4 Hz, 12H), 1.10 (d, / = 6.4 Hz, 12H). EPO 13C NMR (delta, 100 MHz, CDCl3): 187.1, 184.1, 156.4, 147.0, 135.5, 134.8, 130.9, 125.7, 124.7, 124.6, 99.9, 29.1, 30.0, 27.6, 26.8, 23.7, 23.5.Anal. Calcd. for C32H43ClN2O2Pd (MW 629.57): C, 61.05; H, 6.88; N, 4.45. Found: C, 60.78; H, 7.15; N: 4.29.

250285-32-6, The synthetic route of 250285-32-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PROMERUS LLC; WO2006/128097; (2006); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

As a common heterocyclic compound, it belong chiral-catalyst compound,1,3-Dimesityl-1H-imidazol-3-ium chloride,141556-45-8,Molecular formula: C21H25ClN2,mainly used in chemical industry, its synthesis route is as follows.,141556-45-8

Add ligand L2690mg (2.0mmol), copper powder 640mg (10.0mmol), 30 mL of water in a 50mL flask, 60 ~ 70 oil bath, the reaction was stirred for 24 hours, the reaction mixture was cooled to room temperature, filtered, the filter cake was washed 3 times with water, the filter cake dissolved in acetonitrile and filtered to remove unreacted copper powder, the solvent was evaporated under reduced pressure to give 520mg as colorless crystals, a yield of 65%.

With the synthetic route has been constantly updated, we look forward to future research findings about 1,3-Dimesityl-1H-imidazol-3-ium chloride,belong chiral-catalyst compound

Reference£º
Patent; China Petroleum & Chemical Corporation Shanghai Research Institute of Petrochemical.; Liu, Bo; Jin, Zhaosheng; Lu, Jiangang; Li, Xianming; Zhou, Haichun; (13 pag.)CN105585584; (2016); 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.1121-22-8,trans-Cyclohexane-1,2-diamine,as a common compound, the synthetic route is as follows.

General procedure: To a mortar were added 3,5-di-tert-butyl-2-hydroxybenzaldehyde (0.468 g, 2 mmol) and trans-cyclohexane-1,2-diamine (0.114 g,0.123 mL, 1 mmol), and these were mixed over 10 min. The product was recrystallized (CH2Cl2/EtOH 1:9) to give 1a as a bright yellow solid; yield: 0.487 g (89%).

1121-22-8, 1121-22-8 trans-Cyclohexane-1,2-diamine 43806, achiral-catalyst compound, is more and more widely used in various fields.

Reference£º
Article; Civicos, Jose F.; Coimbra, Juliana S. M.; Costa, Paulo R. R.; Synthesis; vol. 49; 17; (2017); p. 3998 – 4006;,
Chiral Catalysts
Chiral catalysts – SlideShare

As a common heterocyclic compound, it belongs to chiral-catalyst compound, name is (S)-(1-Ethylpyrrolidin-2-yl)methanamine, and cas is 22795-99-9, its synthesis route is as follows.,22795-99-9

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, 2.06 g of 2,4-di-tert-butylphenol were added, and the mixture was heated under reflux for 12 hours.The crude product was chromatographed on silica gel to give colorless transparent liquid L2 (1.95 g, 44.7percent).

With the complex challenges of chemical substances, we look forward to future research findings about 22795-99-9,belong chiral-catalyst compound

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

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO341,mainly used in chemical industry, its synthesis route is as follows.,22795-99-9

General procedure: In a clean and dry Tiny-clave reactor covered with aluminum foil, 1-iodo-m-carborane (0.09 mmol), amine (0.135 mmol), base (0.27 mmol) and ligand (4 molpercent with respect to carborane) were solved in degassed dry THF (1 mL). The catalyst (2 molpercent with respect to carborane) was added and the solution was degassed one more time. The reactor was closed and filled with the required pressure of CO, placed in a pre heated oil bath and heated at 85?C. Progress of the reaction was monitored by GC-MS analysis. After finishing the reaction, the oil bath was removed, cooled to room temperature and the CO was flushed with nitrogen. The reaction mixture was filtered through a celite bed. The celite was washed with ethyl acetate and the collected filtrates were concentrated and purified by column chromatography. Conditions were as follows:Compound 1: chloroform/ethanol 75/25; Compound 2: chloroform/ethanol 95/05; Compound 3: chloroform/ethanol 92/08; Compound 4: chloroform/ethanol 92/08

With the synthetic route has been constantly updated, we look forward to future research findings about (S)-(1-Ethylpyrrolidin-2-yl)methanamine,belong chiral-catalyst compound

Reference£º
Article; Gona, Kiran Babu; Go?mez-Vallejo, Vanessa; Llop, Jordi; Tetrahedron Letters; vol. 54; 8; (2013); p. 941 – 944;,
Chiral Catalysts
Chiral catalysts – SlideShare

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4488-22-6,[1,1′-Binaphthalene]-2,2′-diamine,as a common compound, the synthetic route is as follows.

General procedure: In a typical experiment Pd(OAc)2 (5.6 mg, 0.025 mmol), triphenylphosphine (13.2 mg, 0.05 mmol), 17-iodo-5alpha-androsta-16-ene 1 (0.5 mmol), 2,2′-diamino-1,1′-binaphthalene 2 (varied from 1.0 mmol to 0.125 mmol) and triethylamine (0.5 mL) were dissolved in DMF (10 mL) under argon in a 100 mL three-necked flask equipped with a gas inlet, reflux condenser with a balloon (filled with argon) at the top. The atmosphere was changed to carbon monoxide. The reaction was conducted for the given reaction time upon stirring at 50 C and analysed by TLC. The mixture was then concentrated and evaporated to dryness. The residue was dissolved in chloroform (20 mL) and washed with water (3 20 mL), 5% hydrochloric acid (20 mL), saturated NaHCO3 (20 mL) and brine (20 mL). The organic phase was dried over Na2SO4, filtered and evaporated to give a solid material. All compounds were subjected to column chromatography (Silicagel 60 (Merck), 0.063-0.200 mm), EtOAc/CHCl3 or hexane/CHCl3 (the exact ratios are specified in Section 4.4 for each compound). 4.3. Characterisation of the products (Fig. 3) (Sax)-3: Yield: 410 mg (72%). Off-white yellow solid, mp 137-142 C; [Found: C, 84.55; H, 7.65; N, 4.70; C40H44N2O requires C,84.46; H, 7.80; N, 4.93]; Rf (5% EtOAc/CHCl3) 0.68. 1H NMR (CDCl3) delta: 8.94 (1H, d, 9.0 Hz, H-30), 8.03 (1H, d, 9.0 Hz, H-40), 7.94 (1H, d,8.2 Hz, H-50), 7.87 (1H, d, 8.5 Hz, H-300), 7.82 (1H, d, 7.5 Hz, H-400), 7.43 (1H, dt, 6.3 Hz, 1.6 Hz, H-60), 7.35 (1H, s, NH), 7.31 (1H, dt,8.5 Hz, 0.8 Hz, H-70), 7.29-7.26 (2H, m, H-600 , H-600), 7.23 (1H, dt,6.8 Hz, 1.1 Hz, H-700), 7.16 (1H, d, 8.7 Hz, H-80), 6.96 (1H, d, 8.2 Hz,H-800), 6.21 (1H, dd, 2.9 Hz, 1.5 Hz, H-16), 3.69 (2H, s, NH2), 2.05 (1H, ddd, 16.7 Hz, 6.5 Hz, 3.4 Hz, 15-CHaHb), 1.78 (1H, ddd,16.7 Hz, 11.9 Hz, 1.4 Hz, 15-CHaHb), 1.07-0.54 (23H, m, skeleton protons), 0.78 (3H, s, 19-CH3), 0.62 (3H, s, 18-CH3). 13C NMR (CDCl3) delta: 163.6, 150.4, 143.0, 140.0, 135.7, 133.8, 132.5. 131.1, 130.3, 129.3, 128.3, 128.2, 128.1, 127.5, 126.8, 125.3, 124.9, 123.6, 122.8, 120.4, 119.7, 118.1, 110.5, 56.8, 54.7, 47.2, 45.3, 38.4, 36.3, 34.2, 33.7, 31.8, 31.4, 29.0, 28.8, 26.8, 22.2, 20.5, 16.0, 12.1. IR (KBr, m(cm1)): 3440 (amide-NH), 3398 (NH2), 1665 (CON), 1620 (CC). MS m/z (rel int.): 569.4 (100, (M+H)+), 381 (9), MS/MS m/z (relint.): 551.4 (29), 285.2 (100). [alpha]D20 = 37.1 (c 1.34, CHCl3). (Rax)-3: Yield: 114 mg (20%). Off-white solid substance; [Found:C, 84.30; H, 7.66; N, 4.77; C40H44N2O requires C, 84.46; H, 7.80; N,4.93]; Rf (5% EtOAc/CHCl3) 0.72. 1H NMR (CDCl3) delta: 8.95 (1H, d,9.0 Hz, H-30), 8.03 (1H, d, 9.0 Hz, H-40), 7.93 (1H, d, 7.9 Hz, H-50), 7.87 (1H, d, 8.9 Hz, H-300), 7.82 (1H, d, 7.8 Hz, H-400), 7.43 (1H, dt,6.4 Hz, 1.2 Hz, H-60), 7.36 (1H, s, NH), 7.31 (1H, dt, 8.6 Hz, 0.8 Hz,H-70), 7.29-7.26 (2H, m, H-6”, H”), 7.23 (1H, dt, 6.9 Hz, 1.5 Hz,H-7”), 7.16 (1H, d, 8.5 Hz, H-8′), 6.96 (1H, d, 8.4 Hz, H-8”), 6.21 (1H, dd, 3.1 Hz, 1.5 Hz, H-16), 3.69 (2H, s, NH2), 2.05 (1H, ddd, 16.3 Hz, 6.4 Hz, 3.4 Hz, 15-CHaHb), 1.78 (1H, ddd, 16.6 Hz,11.7 Hz, 2.0 Hz, 15-CHaHb), 1.07-0.53 (23H, m, skeleton protons), 0.77 (3H, s, 19-CH3), 0.31 (3H, s, 18-CH3). 13C NMR (CDCl3) delta: 163.5, 150.4, 143.1, 140.2, 135.7, 133.8, 132.4, 131.1, 130.3, 129.3, 128.4, 128.3, 128.2, 127.5, 126.8, 125.3, 124.9, 123.6,122.8, 120.4, 119.7, 118.0, 110.6, 56.8, 54.8, 47.2, 45.2, 38.4, 36.3, 34.2, 33.7, 31.7, 31.4, 29.0, 28.8, 26.8, 22.2, 20.5, 15.5, 12.1. IR(KBr, m (cm1)): 3441 (amide-NH), 3396 (NH2), 1665 (CON), 1620 (CC). MS m/z (rel int.): 569.4 (100, (M+H)+), 381 (9), MS/MS m/z (rel int.): 551.4 (29), 285.2 (100). [alpha]D20 = +191.5 (c 0.914, CHCl3). (Sax)-4: Yield: 102 mg (12%). Beige solid substance; [Found: C,84.31; H, 8.35; N, 3.12; C60H72N2O2 requires C, 84.45; H, 8.51; N,3.28]; Rf (10% hexane/CHCl3) 0.69. 1H NMR (CDCl3) alpha: 8.94 (2H, d,9.2 Hz, H-3′), 8.08 (2H, d, 9.2 Hz, H-4′), 7.95 (2H, d, 8.2 Hz, H-5′),7.46 (2H, dt, 7.2 Hz, 0.9 Hz, H-6′), 7.35 (2H, dt, 7.2 Hz, 0.9 Hz, H-7′), 7.1 (2H, d, 9.3 Hz, H-8′), 7.13 (2H, s, NH), 6.05 (2H, dd, 3.1 Hz, 1.5 Hz, H-16), 2.02 (2H, ddd, 16.8 Hz, 6.4 Hz, 3.1 Hz, 15-CHaHb), 1.88 (2H, dd, 9.9 Hz, 3.1 Hz, 14-CH), 1.75 (2H, ddd, 16.8 Hz,11.7 Hz, 1.5 Hz, 15-CHaHb), 1.69-0.54 (44H, m, skeleton protons), 0.77 (6H, s, 19-CH3), 0.57 (6H, s, 18-CH3). 13C NMR (CDCl3) alpha: 163.6, 150.2, 140.0, 136.0, 135.2, 132.4, 131.3, 130.0, 128.2,127.5, 125.3, 124.9, 120.5, 118.1, 56.6, 54.8, 47.2, 45.4, 38.4, 36.3, 34.2, 33.6, 31.7, 31.4, 29.0, 28.8, 26.8, 22.1, 20.5, 16.1, 12.1. IR (KBr, m (cm1)): 3408 (amide-NH), 1677 (CON), 1621 (CC). MS m/z (rel int.): 853.6 ((M+H)+); 875.6 ((M+Na)+), 891.5 ((M+K)+). [alpha]D20 = +12.0 (c 0.418, CHCl3). (Rax)-4: Yield: 85 mg (10%). Beige solid substance; [Found: C,84.28; H, 8.30; N, 3.06; C60H72N2O2 requires C, 84.45; H, 8.51; N,3.28]; Rf (10% hexane/CHCl3) 0.74. 1H NMR (CDCl3) alpha: 8.95 (2H, d,9.0 Hz, H-3′), 8.08 (2H, d, 9.0 Hz, H-4′), 7.96 (2H, d, 7.8 Hz, H-5′), 7.46 (2H, dt, 7.8 Hz, 0.9 Hz, H-6’…

4488-22-6, As the paragraph descriping shows that 4488-22-6 is playing an increasingly important role.

Reference£º
Article; Mikle, Gbor; Boros, Borbla; Kollr, Lszl; Tetrahedron Asymmetry; vol. 25; 23; (2014); p. 1527 – 1531;,
Chiral Catalysts
Chiral catalysts – SlideShare

1121-22-8, trans-Cyclohexane-1,2-diamine is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A 2-L beaker equipped with a mechanical overhead stirrer was charged with 250 mL of water. L-(+)-Tartaric acid (52.5 g, 0.35 mol) was added with stirring in one portion. The solution was stirredas 114 g (120 mL, 1 mol) of cis- and racemic trans-cyclohexanediamines was carefully added inone portion. A slurry was initially formed but complete dissolution was observed once the additionwas complete. Glacial acetic acid (50 ml) was then added in one portion. The product began toprecipitate during the addition, and continued to precipitate while the reaction mixture was allowedto cool from 90C to 5C, with stirring, over 3 h. The temperature was maintained at 5C for anadditional hour and the product was isolated by filtration. The filter cake was washed with 50 mL ofcold (5C) water followed by 4×50 mL portions of ambient temperature methanol. The product wasdissolved in 500 ml of hot water (100 C). The solvent was filtered from the foam and put into afreezer for recrystallization to give 14.17 g of crystals. Then the foam was dissolved in 500 ml ofhot water (100 C). The solvent was filtered and put into a freezer for recrystallization to give 9.77g of crystals. Total mass of the product was 23.94 g (0.09 mol, 26%). Enantiomeric excess wasdetermined by chiral GC of a trifluoroacetyl derivative. ee>99.9%

1121-22-8, 1121-22-8 trans-Cyclohexane-1,2-diamine 43806, achiral-catalyst compound, is more and more widely used in various fields.

Reference£º
Article; Tsygankov, Alexey A.; Chun, Man-Seog; Samoylova, Alexandra D.; Kwon, Seongyeon; Kreschenova, Yuliya M.; Kim, Suhyeon; Shin, Euijin; Oh, Jinho; Strelkova, Tatyana V.; Kolesov, Valerii S.; Zubkov, Fedor I.; Semenov, Sergei E.; Fedyanin, Ivan V.; Chusov, Denis; Synlett; vol. 28; 5; (2017); p. 615 – 619;,
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

Example 7 (S)-(+)-N-[(1-Ethyl-2-pyrrolidinyl)methyl]-2-amino-3-bromo-5,6-dimethoxybenzamide (Method A) To a solution of 2-amino-3-bromo-5,6-dimethoxybenzoic acid (0.96 g, 3 mmol) and triethylamine (0.58 ml, 4.2 mmol) in 15 ml tetrahydrofuran/ /dichloromethane (1:1) was added ethyl chloroformate (0.32 ml, 3.4 mmol) at -20¡ã C. After stirring for 45 min. at -20¡ã C. a solution of (2S)-(-)-1-ethyl-2-aminomethylpyrrolidine in 10 ml dichloromethane was added at -20¡ã C. After stirring for 3 h at room temperature the mixture was washed with water and extracted with 0.5M HCl. The aqueous phase was made alkaline and extracted twice with dichloromethane. Drying (Na2 SO4) and evaporation gave 0.45 g crude material which was purified by chromatography on a C18 reversed phase column with H2 O/MeOH/NH3 40:60:0.3 as eluent to give 0.25 g (22percent) pure product as an oil. Anal. (C16 H24 BrN3 O3): Calcd: C, 49.75; H, 6.26; N, 10.88. Found: C, 49.90; H, 6.31; N, 10.69. 1 H-NMR (CDCl3):delta1.11 (t,CH3), 1.7-3.9 (multiplets, 11 H), 3.80 and 3.82 (two s, (OMe)2), 5.80 (b, NH2), 7.14 (s,4-H), 7.9 (b, NH)ppm. 13 C-NMR (CDCl3):delta167.0 (CONH), 148.1, 143.7, 140.9, 120.3, 113.0, 104.9 (aromatic) ppm., 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; Astra Lakemedel Akteibolag; US5240957; (1993); A;,
Chiral Catalysts
Chiral catalysts – SlideShare

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

A solution of (Boc)2O (44 mmol) in THF (50ml) was added to the mixture of the amino alcohol (40 mmol) and sodium carbonate (80 mmol) in THF/H2O (1/1, 300 ml) at O0C. The mixture was stirred at O0C for Ih and then at room temperature for another two 2h (TLC was used to monitor the reactions). Water (200 ml) was added to the mixture upon completion. The organic layer was separated and the aqueous layer was extracted with ethyl acetate (200 ml). The combined organic layers was washed with brine (300 ml) and dried with anhydrous MgSO4 for Ih. It was then filtered and the solvent was removed under vacuum to give the product (yield = 90 – 99 %). It was sufficiently pure for the next step. The pure product was obtained by recrystallization from the THF and hexane, or by purification with silica gel chromatography.Example 2.1: Tert-butyl (lS,2R)-2-hydroxy-l,2-diphenylethylcarbamatePh PhBocHN OHYield: 90 %. 1H NMR (CD2Cl2): delta 7.25-7.27 (m, 6H), 7.08-7.1 1 (m, 4H), 5.33 (m, IH), 5.04 (m, IH), 4.92 (b, IH), 2.60 (b, IH), 1.38 (s, 9H).

23190-16-1, 23190-16-1 (1R,2S)-2-Amino-1,2-diphenylethanol 719819, achiral-catalyst compound, is more and more widely used in various fields.

Reference£º
Patent; KANATA CHEMICAL TECHNOLOGIES INC.; WO2008/148202; (2008); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

1121-22-8, trans-Cyclohexane-1,2-diamine is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: 2.6.2 ;(alphaR,3aR,7aR)-rel-2-(1-hydroxyethyl)-3a,4,5,6,7,7a-Hexahydro-1H-benzimidazole (2); In a typical catalytic reaction, 1.1 mmol of glycerol dissolved in6.0 ml of water were introduced in a Schlenk tube equipped withan argon inlet and deaerated by bubbling argon through a needlefor 15 min. After addition of the catalyst (0.011 mmol) and of thecocatalyst (0.11 mmol), the reaction vessel was closed with a serumcap serumcap and the amine (1.1 mmol) was added by a micro-syringe; thenthe vessel was heated under vigorous stirring to the chosen reactiontemperature in a thermostatted oil bath. After the desired reactiontime, the catalytic reaction was stopped by cooling the Schlenk tubeto r.t. and letting air in under stirring.

1121-22-8, 1121-22-8 trans-Cyclohexane-1,2-diamine 43806, achiral-catalyst compound, is more and more widely used in various fields.

Reference£º
Article; Crotti, Corrado; Farnetti, Erica; Licen, Sabina; Barbieri, Pierluigi; Pitacco, Giuliana; Journal of Molecular Catalysis A: Chemical; vol. 382; (2014); p. 64 – 70;,
Chiral Catalysts
Chiral catalysts – SlideShare