Day: October 27, 2020

Name is 1,3-Dimesityl-4,5-dihydro-1H-imidazol-3-ium chloride, as a common heterocyclic compound, it belongs to chiral-catalyst compound, and cas is 173035-10-4, its synthesis route is as follows.,173035-10-4

Synthesis of [(SIMes)CuBr]. In an oven-dried vial, copper(I) bromide (0.522 g, 3.63 mmol), SIMes.HCl (0.86 g, 2.52 mmol) and sodium tert-butoxide (0.243 g, 2.52 mmol) were loaded inside a glovebox and stirred in dry THF (18 mL) overnight at room temperature outside of the glovebox. After filtration of the reaction mixture through a plug of Celite, the filtrate was mixed with hexane to form a precipitate. A second filtration afforded 0.808 g (71% yield) of the title complex as an off-white solid.Spectroscopic and analytical data for [(SIMes)CuBr]: 1H NMR (300 MHz, [D6]acetone): delta=7.01 (s, 4H, HAr), 4.16 (s, 4H, NCH2), 2.37 (s, 12H, ArCH3), 2.29 (s, 6H, ArCH3); 13C NMR (75 MHz, CDCl3): delta=202.6 (C, NCN), 138.5 (C, CAr), 135.3 (CH, CAr), 135.0 (C, CAr), 129.7 (CH, CAr), 51.0 (CH2, NCH2), 21.0 (CH3, ArCH3), 18.0 (CH3, ArCH3); Elemental analysis calcd for C21H26BrCuN2 (449.89): C, 56.06; H, 5.83; N, 6.23. Found: C, 55.98; H, 5.64; N, 6.21%.

With the complex challenges of chemical substances, we look forward to future research findings about 1,3-Dimesityl-4,5-dihydro-1H-imidazol-3-ium chloride

Reference£º
Patent; Institut Catala d’Investigacio Quimica; Institucio Catalana de Recerca i Estudis Avancats; US2009/69569; (2009); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

673-06-3, D-Phenylalanine is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

673-06-3, Embodiment 1 N-(Benzyloxycarbonyl)-D-phenylalanine A 15.0 g sample of D-phenylalanine was dissolved in 45 ml of aqueous solution containing 7.26 g of 50% sodium hydroxide. This solution was stirred at 0-10 C. as 16.3 g of benzyl chloroformate was added rapidly in portions. The resulting reaction was mildly exothermic, and shortly after addition, solids precipitated. An additional 45 ml of water and 3.63 g of 50% sodium hydroxide were added, causing most of the solids to redissolve. The reaction mixture was stirred for 20 minutes and then acidified with 6N hydrochloric acid. The resulting solids were filtered, washed with water and then with hexane, and dried by suction and then under vacuum to give 47 g of white solids. These solids dissolved in ether were washed twice with 1N hydrochloric acid and then with water, dried over MgSO4 and stripped to 35 C. at 2.5 mm Hg to give 27.7 g of the desired product as a colorless oil.

As the paragraph descriping shows that 673-06-3 is playing an increasingly important role.

Reference£º
Patent; Shell Oil Company; US4560515; (1985); A;,
Chiral Catalysts
Chiral catalysts – SlideShare

As a common heterocyclic compound, it belongs to chiral-catalyst compound, name is trans-Cyclohexane-1,2-diamine, and cas is 1121-22-8, its synthesis route is as follows.,1121-22-8

General procedure: According to the same procedure described for 2a, white solid of2b was obtained in 71% yield. M.p. 178.5-179.5C. Anal. Calcd forC24H24N2O4 C, 71.27; H, 5.98; N, 6.93. Found: C, 71.20; H, 5.94;N, 6.92. IR (KBr, cm-1): 3434, 3190, 3051, 3025, 2940, 1650, 1612,1443, 1409, 1352, 1319, 1263, 981, 873, 799, 728, 661.

With the complex challenges of chemical substances, we look forward to future research findings about 1121-22-8,belong chiral-catalyst compound

Reference£º
Article; Yu, Yinghua; Chen, Jianxin; Meng, Suqin; Li, Chao; Lan, Meiying; Zhang, Zhichun; Journal of Molecular Catalysis A: Chemical; vol. 380; (2013); p. 104 – 111;,
Chiral Catalysts
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Name is 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride, as a common heterocyclic compound, it belongs to chiral-catalyst compound, and cas is 250285-32-6, its synthesis route is as follows.,250285-32-6

General procedure: In air, to a Schlenk tube that closed with a screw cap fitted with a septum and was equipped with a magnetic stir bar were added in turn NHC¡¤HCl (1.1 mmol, 468 mg), PdCl2 (1.0 mmol, 177 mg), Cs2CO3 (5 mmol, 1.63 g), and 2-nicotinic acid (1.1 mmol, 136 mg). The tube was then caped with a rubber septum and evacuated and backfilled with argon. This sequence was repeated three times. 1,4-Dioxane (10 mL) was injected through the septum. The mixture was then stirred at a pre-heated oil bath (80 C) for 20 h. The reaction mixture was cooled to room temperature and CH2Cl2 (25 mL) added. After filtration via a short pad of celite, the filtrate was condensed under vacuum and the residue was purified by flash chromatography on silica gel to provide the desired 1 and 2.

With the complex challenges of chemical substances, we look forward to future research findings about 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride

Reference£º
Article; Li, Yan-Jing; Zhang, Jin-Ling; Li, Xiao-Jian; Geng, Yu; Xu, Xiao-Hua; Jin, Zhong; Journal of Organometallic Chemistry; vol. 737; (2013); p. 12 – 20;,
Chiral Catalysts
Chiral catalysts – SlideShare

As a common heterocyclic compound, it belongs to chiral-catalyst compound, name is 1,3-Dimesityl-1H-imidazol-3-ium chloride, and cas is 141556-45-8, its synthesis route is as follows.,141556-45-8

SIMes-HCI (100 mg, 0.292 mmol), [Pd(cin)(M-CI)]2 (62.9 mg, 0.122 mmol), a magnetic stir bar and acetone (1.2 mL) were charged into a vial or round bottom flask , followed by K2C03 (33.5 mg, 0.243 mmol). The mixture was stirred at 60 C for 5 h. The general work up procedure was then followed, affording the product as microcrystalline material in 80% (135 mg) yield. XH NMR (400 MHz, CDCh): delta (ppm) =67.12 (m, 3H), 7.06 (m, 2H), 6.96 (d, J = 11.19 Hz, 4H), 5.30 (s, 1 H), 5.12-5.04 (m, 1H), 4.27 (d, J = 12.96 Hz, 1H), 3.99 (m, 4H), 3.27 (d, J = 6.86 Hz, 1H), 2.44 (d, J = 15.24 Hz, 10H), 2.31 (s, 6H), 1.93 (m, 1H). 13C {XH} IMMR (100 MHz, CDCb): delta (ppm) = delta 210.9 (C, carbene), 138.0 (C), 137.8 (C), 136.3 (C), 135.7 (C), 129.1 (CH), 128.0 (CH), 127.5 (CH), 127.1 (CH), 126.4 (CH), 109.4 (CH), 92.1 (CH), 51.0 (CH2), 46.5 (CH2), 20.9 (CHs).Elemental analysis: Expected : C 66.76, H 7.72, N 4.21. Found : C 66.63, H 7.64, N 4.27.

With the complex challenges of chemical substances, we look forward to future research findings about 141556-45-8,belong chiral-catalyst compound

Reference£º
Patent; UMICORE AG & CO. KG; NOLAN, Steven P.; (47 pag.)WO2018/115029; (2018); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

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

[ 1 , 1 ,-Binaphthalene]-2,2′-diol (30.0 g, 0. 1 05 mo I, 1 .0 eq. ) was placed in a flask and flushed with argon. Anhydrous toluene (300 m L ) was added, followed by trifluoromethanesulfonic acid (1 1.7 ml., 0.2 1 0 mo I, 2.0 eq. ). After further degassing, the mixture was re fluxed for 48 hours. After cool ing, the organic layer was extracted with water (500 m l. ), dried over gSO i, and reduced under vacuum until precipitation. Hexane (300 ml.) was then added, and the resulting suspension was stirred for 2h before being filtered off. This solid was dissolved in DC I, and filtered over silica (elution with hexane / DCM 2 : 1 ). The volume of the fraction obtained was reduced to ca. 50 m l., and the resulting crystals were filtered off, yielding the title compound.

With the complex challenges of chemical substances, we look forward to future research findings about [1,1′-Binaphthalene]-2,2′-diol

Reference£º
Patent; NOVALED GMBH; DENKER, Urlich; ZOeLLNER, Mike; GRAeF, Katja; SENKOVSKYY, Volodymyr; WALLIKEWITZ, Bodo; SCHOLZ, Johannes; FREY, Julien; (143 pag.)WO2016/180891; (2016); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

Name is trans-Cyclohexane-1,2-diamine, as a common heterocyclic compound, it belongs to chiral-catalyst compound, and cas is 1121-22-8, its synthesis route is as follows.,1121-22-8

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%).

With the complex challenges of chemical substances, we look forward to future research findings about trans-Cyclohexane-1,2-diamine

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

D-Phenylalanine, cas is 673-06-3, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,673-06-3

Preparation of R-2-bromo-3-phenylpropionic Acid 46.0 ml water was supplied to a 1-litre double-walled glass reactor connected to a coolant. 275.5 g HBr 48% was added. Jacket cooling and stirring were started. Subsequently 67.7 gram KOH 45% was slowly added. The reaction mixture was cooled to 30-40 C. 45.0 g D-phenylalanine was added to the reaction mixture. Subsequently 213 ml toluene was added to the reaction mixture. The reaction mixture was cooled to 3 C. 95.9 g 30% NaNO2 solution in water was metered into the reaction mixture in 6 hours. The temperature was kept at 5 C. After the reaction stirring was continued for 3 hours at 3 C. The reaction mixture was heated to 20 C. Stirring was stopped and the aqueous phase was separated off. Then the toluene phase was additionally extracted two times with 95 ml water. The reaction mixture was heated to 70 C. and with the aid of a vacuum pump it was brought under a 100 mbar vacuum. Using a Dean-Stark setup the water was distilled off until the toluene phase was water-free. Yield: 84.0% R-2-bromo-3-phenylpropionic acid in the toluene solution, relative to D-phenylalanine.

673-06-3 is used more and more widely, we look forward to future research findings about D-Phenylalanine

Reference£º
Patent; Lommen, Franciscus Alphons Marie; Koller, Helmut; Scherubl, Herbert; US2003/120102; (2003); A1;,
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

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).

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; REDDY US THERAPEUTICS, INC.; WO2004/26844; (2004); A1;,
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: C8H14ClNO190,mainly used in chemical industry, its synthesis route is as follows.,141556-45-8

General procedure: A 20 mL vial was charged with the NHC¡¤HCl (300 mg, 1 equiv.) and the zinc salt (1 equiv.). Tetrahydrofuran (5 mL) was added, the vial was sealed with a screw-cap and the reaction was stirred at 60C for two hours. The mixture was allowed to reach room temperature and the solvent was removed under reduced pressure toafford the desired product.

With the complex challenges of chemical substances, we look forward to future research findings about 1,3-Dimesityl-1H-imidazol-3-ium chloride,belong chiral-catalyst compound

Reference£º
Article; Santoro, Orlando; Nahra, Fady; Cordes, David B.; Slawin, Alexandra M.Z.; Nolan, Steven P.; Cazin, Catherine S.J.; Journal of Molecular Catalysis A: Chemical; vol. 423; (2016); p. 85 – 91;,
Chiral Catalysts
Chiral catalysts – SlideShare