Category: chiral-catalyst

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

Sodium hydride (60percent dispersion in mineral oil, 0.14 g) was added portionwise to a stirred solution of a portion (0.87 g) of the 3-hydroxypyrrolidine so obtained and 1,4,7,10,13-pentaoxacyclopentadecane (hereinafter 15-crown-5, 0.05 g) in DMF (10 ml). The mixture was stirred at ambient temperature for 15 minutes. A solution of methyl 4-toluenesulphonate (0-56 g) in THF (2 ml) was added dropwise and the mixture was stirred at ambient temperature for 2 hours. The mixture was partitioned between diethyl ether and water. The organic phase was 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 1-benzyl-3-(3,5-difluorophenyl)-3-methoxypyrrolidine (0.82 g, 90percent).

33100-27-5 is used more and more widely, we look forward to future research findings about 1,4,7,10,13-Pentaoxacyclopentadecane

Reference£º
Patent; Zeneca Limited; Zeneca Pharma S.A.; US5420298; (1995); A;,
Chiral Catalysts
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[1,1′-Binaphthalene]-2,2′-diamine, cas is 4488-22-6, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,4488-22-6

7-1A (28.5 g, 100 mmol) was dissolved in acetonitrile (MeCN), and 10 ml of hydrochloric acid was slowly added thereto, followed by stirring at room temperature for 3 hours. After the reaction was completed by adding water, the resulting solid was filtered, washed with an aqueous solution of potassium carbonate and dried to obtain the compound of Formula 7-1B (25 g, yield 90%).

4488-22-6 is used more and more widely, we look forward to future research findings about [1,1′-Binaphthalene]-2,2′-diamine

Reference£º
Patent; LG Chemical Co., Ltd.; Sin, Chang Hwan; Kim, Kong Gyeom; Cheon, Min Sung; Kwon, Hyuk Jun; Kim, Dong Heon; (50 pag.)KR101656560; (2016); B1;,
Chiral Catalysts
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As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO33,mainly used in chemical industry, its synthesis route is as follows.,23190-16-1

To a 5 L round bottom flask equipped with an overhead stirrer, thermocouple and distillation head, was charged 550 g (2.579 mol) of (1R, 2S)-diphenyl-2-aminoethanol, 457 g (3.868 mol, 1.5eq) of diethylcarbonate, 18 g (0.258 mol, O.leq) of NaOEt in 100 mL of EtOH and 3.5 L of toluene. The reaction was heated until an internal temperature of 90C was reached and EtOH distillation began. The reaction was refluxed until an internal temperature of 110C was reached (7 hours). For every 500 mL of solvent that was removed via the distillation head, 500 mL of toluene was added back to the reaction. A total of about 1.6 L of solvent was removed. The reaction was allowed to cool to room temperature and then filtered on a 3 L coarse fritted funnel with 2 psig N2. Nitrogen was blown over the cake overnight to give 580 g (94% yield) of the title compound: ‘H NMR (DMSO) No. 7.090-6.985 (m, 6H), 6.930-6.877 (m, 4H), 5.900 (d, 1H, J = 8.301), 5.206 (d, 1H, J = 8.301).

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

Reference£º
Patent; PFIZER JAPAN, INC.; PFIZER INC.; WO2005/102390; (2005); A2;,
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

A vial was charged with [Au(SMe2)Cl] (53mg, 190mumol, 1.06 equiv.), IPr.HCl (76mg, 179mumol, 1 equiv.) and KOtBu (31mg, 277mumol, 1.5 equiv.) in THF (0.5mL), under air. The mixture was stirred for 2h at room temperature. KOtBu (62mg, 553mumol, 3 equiv.) was then added followed by toluene (0.5mL). After 3h at room temperature, the crude mixture was then filtered through Celite and washed with additional THF. Water (0.1mL) was added to the solution and the solution was stirred for an additional 15min. THF was then removed under vacuum. More water was added to the white, cloudy suspension and the product was vigorously stirred for a few minutes. It was left to settle for 10min, collected using a Buchner funnel and washed with hexane. It was then dried under vacuum for several days to produce a white microcrystalline solid.

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; Nahra, Fady; Patrick, Scott R.; Collado, Alba; Nolan, Steven P.; Polyhedron; vol. 84; (2014); p. 59 – 62;,
Chiral Catalysts
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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: Aldehyde (2.2 mmol, salicylaldehyde or 4-methoxysalicylaldehyde, 4-diethylamino-2-hydroxy benzaldehyde or 2,4-dihydroxybenzaldehyde) was dissolved in ethanol (30 ml) and stirred at room temperature. To this solution, either ethylene diamine (1 mmol) or trans-1,2-diaminocyclohexane (1 mmol) was added drop-wise under stirring. The immediate appearance of yellow colour indicates the formation of Schiff bases. The solution was allowed to stir for another 6 h at room temperature that produced yellow to light yellow coloured precipitates. The formed precipitate was filtered off, washed with ethanol and dried under vacuum.

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

Reference£º
Article; Hariharan; Anthony, Savarimuthu Philip; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 136; PC; (2015); p. 1658 – 1665;,
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

In a Schlenk flask under argon, to a THF suspension (20 mL) of 1,3-bis(2,4,6-trimethylphenyl)imidazolium chloride (1 g, 2.93 mmol), solid potassium tert-butoxide (0.35 g, 3.12 mmol) was added in a single portion. The mixture was stirred for 45 min at room temperature, and volatiles were removed under vacuum. After addition of THF (20 mL) and stirring for 5 min, the reaction mixture was filtered under argon, and carbon tetrabromide (2.42 g, 5.86 mmol) in THF (10 mL) was added dropwise to solution, over a period of ca. 30 min. The resulting brown solution was stirred for 4 h. Subsequent removal of volatiles in vacuo gave a dark brown residue that was extracted into toluene (10 mL) and then a solution of HCl in dioxane (4 mol/L) was added, and the resulting white precipitate was collected. Yield 351 mg (29%). 1H NMR (500 MHz, DMSO-d6): delta 2.13 (s, 12H, o-CH3), 2.39 (s, 6H, p-CH3), 7.27 (s, 4H, Ar-H), 10.13 (s, 1H, HNCN); 1H NMR (500 MHz, CDCl3): delta 2.20 (s, 6H, p-CH3), 2.54 (s, 12H, o-CH3), 6.82 (s, 4H, Ar-H), 10.16 (s, 1H, HNCN); 13C NMR (125 MHz, DMSO-d6): delta 16.9, 20.7, 113.1, 129.3, 129.6, 135.1, 140.5, 141.7; Elemental analysis calcd. for C21H23Br2ClN2: C 50.58, H 4.65, N 5.62; found C 50.55, H 4.59, N 5.67; ESI-MS (C21H23Br2Cl1N2) (m/z): 497.4 [M]+.

With the rapid development of chemical substances, we look forward to future research findings about 1,3-Dimesityl-1H-imidazol-3-ium chloride

Reference£º
Article; Amini, Mojtaba; Bagherzadeh, Mojtaba; Rostamnia, Sadegh; Chinese Chemical Letters; vol. 24; 5; (2013); p. 433 – 436;,
Chiral Catalysts
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Name is [1,1′-Binaphthalene]-2,2′-diamine, as a common heterocyclic compound, it belongs to chiral-catalyst compound, and cas is 4488-22-6, its synthesis route is as follows.,4488-22-6

(1) Synthesis of N,N’-di-p-toluenesulfonyl-1,1′-binaphthyl-2,2′-diamine Under nitrogen atmosphere, to a solution in which 1,1′-binaphthyl-2,2′-diamine (0.5 mmol) was dissolved in pyridine (1 mL) was added p-toluenesulfonyl chloride (1.1 mmol) at room temperature, and the mixture was reacted for 5 to 12 hours with stirring. After completion of the reaction, the resulting red suspension was diluted with ethyl acetate, and back-extracted with 1N hydrochloric acid to remove pyridine. The resulting organic layer was dried with sodium sulfate to remove the solvent, and the residue was purified by column chromatography to obtain an objective substance as a pale yellow to white solid in more than 95% yield.

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

Reference£º
Patent; Terada, Masahiro; Uraguchi, Daisuke; Sorimachi, Keiichi; Shimizu, Hideo; US2007/142639; (2007); A1;,
Chiral Catalysts
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As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO170,mainly used in chemical industry, its synthesis route is as follows.,94-91-7

An ethanolic solution (5mL) of 1,2-diaminopropane (0.109g, 1mmol) was added dropwise to ethanolic solution (10mL) of salicylaldehyde (0.244g, 2mmol) and the resulting mixture was stirred for half an hour. Then, an ethanolic solution (10mL) of iron(III) perchlorate (0.354g, 1mmol) was added under continuous stirring condition and followed by the addition of 5mL ethanolic solution of 4 4?-bipyridine (0.156g, 1mmol). Resulting solution was then allowed to stir for one hour and filtered. Deep brown colored X-ray suitable square shaped crystals were obtained from the filtrate. Yield: 85%. Anal. Calcd. C, 54.74; H, 4.05; N, 9.46. Found: C, 54.73; H, 4.03; N, 9.44; FTIR: nu(C=N)=1614cm-1, nu(skeletal vibration)=1545cm-1, nu(ClO4-)=1087cm1; UV-Vis (methanol): 235, 322 and 509nm.

With the complex challenges of chemical substances, we look forward to future research findings about N,N’-Bis(salicylidene)-1,2-propanediamine,belong chiral-catalyst compound

Reference£º
Article; Chatterjee, Sourav; Sukul, Dipankar; Banerjee, Priyabrata; Adhikary, Jaydeep; Inorganica Chimica Acta; vol. 474; (2018); p. 105 – 112;,
Chiral Catalysts
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141556-45-8, 1,3-Dimesityl-1H-imidazol-3-ium chloride is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Under N2 atmosphere, a mixture of imidazolium salts 1 (0.22mmol), PdCl2 (0.2 mmol), K2CO3 (0.44 mmol) and benzo[h]quinoline 2 (0.22 mmol) was stirred in anhydrous THF (2.0 mL) at 50 or 90 C for 18 h. Then the solvent was removed under reduced pressure, and the residue was purified by flash chromatography on silica gel (CH2Cl2) to give complexes 3 as yellow solids.

141556-45-8, As the paragraph descriping shows that 141556-45-8 is playing an increasingly important role.

Reference£º
Article; Liu, Feng; Hu, Yuan-Yuan; Li, Di; Zhou, Quan; Lu, Jian-Mei; Tetrahedron; vol. 74; 39; (2018); p. 5683 – 5690;,
Chiral Catalysts
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As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO164,mainly used in chemical industry, its synthesis route is as follows.,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 6 N 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 1 N 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.

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

Reference£º
Patent; Shell Oil Company; US4594196; (1986); A;,
Chiral Catalysts
Chiral catalysts – SlideShare