Chiral catalyst

1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride, cas is 250285-32-6, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,250285-32-6

General procedure: A mixture of pyrazine ligand 1 or 2 (1mmol), Li2PdCl4 (1mmol) and NaOAc (1mmol) in 20mL of dry methanol was stirred for 24hat rt. The yellow solids (yield: 92%) were collected by filtration and washed several times with methanol, which can be assigned to be palladacyclic dimers. Then, a Schlenk tube was charged with the above chloride-bridged palladacyclic dimers (0.5mmol), the corresponding imidazolium salt (1.25mmol) and tBuOK (2.5mmol) under nitrogen. Dry THF was added by a cannula and stirred at room temperature for 3h. The product was separated by passing through a short silica gel column with CH2Cl2 as eluent, the third band was collected and afforded the corresponding carbene adducts 3-10 as yellow solids. The characterization data for 3: Yield: 78%.

250285-32-6 is used more and more widely, we look forward to future research findings about 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride

Reference£º
Article; Xu, Chen; Wang, Zhi-Qiang; Fu, Wei-Jun; Ji, Bao-Ming; Yuan, Xiao-Er; Han, Xin; Xiao, Zhi-Qiang; Hao, Xin-Qi; Song, Mao-Ping; Journal of Organometallic Chemistry; vol. 777; (2015); p. 1 – 5;,
Chiral Catalysts
Chiral catalysts – SlideShare

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

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.

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; Wang, Tao; Xie, Huanping; Liu, Lantao; Zhao, Wen-Xian; Journal of Organometallic Chemistry; vol. 804; (2016); p. 73 – 79;,
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

EXAMPLE I Preparation of R-2-bromo-3-phenylpropionic acid 46.0 ml of water was introduced into a 1-litre double-walled glass reactor connected to a cooling medium. 275.5 g of 48% HBr was added. The jacket cooling and stirring were started. Subsequently, 67.7 g of 45% KOH was slowly added. The reaction mixture was cooled to 30-40 C. 45.0 g of D-phenylalanine was added to the reaction mixture. Next, 213 ml of toluene was added to the reaction mixture. The reaction mixture was cooled to 3 C. In 6 hours 95.9 g of NaNO2, a 30% solution in water, was added to the reaction mixture. 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 extracted twice with 95 ml of water. The reaction mixture was heated to 70 C. and a 100 mbar vacuum was created using a vacuum pump. The water was removed by distillation using a Dean Stark apparatus until the toluene phase was free of water. Yield: 84.0% R-2-bromo-3-phenylpropionic acid in the toluene solution, relative to D-phenylalanine., 673-06-3

673-06-3 D-Phenylalanine 71567, achiral-catalyst compound, is more and more widely used in various fields.

Reference£º
Patent; Lommen, Franciscus Alphons Marie; Koller, Helmut; Scherubl, Herbert; US2003/125575; (2003); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

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

EXAMPLE I Preparation of R-2-bromo-3-phenylpropionic acid 46.0 ml of water was introduced into a 1-litre double-walled glass reactor connected to a cooling medium. 275.5 g of 48% HBr was added. The jacket cooling and stirring were started. Subsequently, 67.7 g of 45% KOH was slowly added. The reaction mixture was cooled to 30-40 C. 45.0 g of D-phenylalanine was added to the reaction mixture. Next, 213 ml of toluene was added to the reaction mixture. The reaction mixture was cooled to 3 C. In 6 hours 95.9 g of NaNO2, a 30% solution in water, was added to the reaction mixture. 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 extracted twice with 95 ml of water. The reaction mixture was heated to 70 C. and a 100 mbar vacuum was created using a vacuum pump. The water was removed by distillation using a Dean Stark apparatus until the toluene phase was free of water. Yield: 84.0% R-2-bromo-3-phenylpropionic acid in the toluene solution, relative to D-phenylalanine.

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

Reference£º
Patent; Lommen, Franciscus Alphons Marie; Koller, Helmut; Scherubl, Herbert; US2003/125575; (2003); A1;,
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

Into a solution containing 1,12-diisocyanatododecane (5.04 grams, 20 mmol; obtained from Sigma-Aldrich Fine Chemicals) and a 1:1 mixture of hexane and tetrahydrofuran (75 milliliters) stirring at room temperature was added a solution containing triethylene glycol monomethacrylate (4.36 grams, 20 mmol; obtained as CD570 from Sartomer Company Inc., Exton, Pa.) dissolved in a 1:1 mixture of hexane and tetrahydrofuran (25 milliliters), and dibutyltin dilaurate (0.063 grams, 0.1 mmol; obtained from Sigma-Aldrich Fine Chemicals) as the catalyst. The mixture was stirred and heated to an internal temperature of 40 C. The progress of the reaction was monitored by 1H-NMR spectroscopy for consumption of the triethylene glycol monomethacrylate reactant. The mixture was cooled to about 15 C. temperature, after which to this mixture was added dropwise a solution of trans-1,2-diaminocyclohexane (1.14 grams, 10 mmol; obtained as a racemic mixture of (1R,2R) and (1S,2S) stereoisomers from Sigma-Aldrich Fine Chemicals) dissolved in a 1:1 mixture of hexane and tetrahydrofuran (20 milliliters). The reaction mixture was stirred for 1 hour while warming up to room temperature. FTIR spectroscopic analysis of a reaction sample showed little unreacted isocyanate (peak at 2180 cm-1, sample prepared as a KBr pellet). Any residual isocyanate reagent was quenched by addition of methanol (5 milliliters), The reaction mixture was then filtered by vacuum filtration to give 10.11 grams of a solid product as a white powder (96 percent yield). The product was believed to be of the formulae 1H-NMR spectroscopic analysis of the solid was performed in DMSO-d6 (300 MHz) at room temperature (25 C.) and indicated the above structure with the following assigned peaks: 1.10-1.80 ppm (multiplet, 24 H integration, 20 protons from -NH-CH2(CH2)10CH2-NH- portion and 4 methylene protons from the cyclohexane ring portion); 1.90 ppm (singlet, 3 H integration, -(CO)C(CH3)CH2); 2.95 ppm (narrow multiplet, 4 H integration, -NH-CH2(CH2)10CH2-NH-); 3.35 ppm (multiplet, 1 H, cyclohexane ring methine proton); 3.55 ppm (narrow multiplet, 8 H integration, -(CH2-O) protons); 4.07 ppm and 4.27 ppm (broad singlets, each 2 H integration, NH(CO)OCH2CH2O- and -OCH2CH2O(CO)-C(CH3)CH2); 5.70 ppm and 5.88 ppm (broad singlet, each 1 H integration, urea NH protons); 5.70 ppm and 6.18 ppm (sharp singlet, each 1 H integration, terminal vinyl protons -(CO)C(CH3)CH2); 7.15 ppm (broad singlet, 1 H integration, urethane NH proton). Elemental analysis calculated for: C: 57.80%, H: 8.80%, N: 8.99%. Found for: C: 61.39%, H: 9.28%, N: 7.96%.

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

Reference£º
Patent; Xerox Corporation; US2006/122415; (2006); 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: Aryl halide (1.0 equiv) and aliphatic diamines/amino alcohol (2.0 equiv) were taken in a 100 ml round bottom flask along with 100-150 mg of the chitosan copper catalyst in CH3CN (15 ml) solvent. The resultant mixture was heated at reflux for 3-6 h. After completion of the reaction (the complete consumption of starting materials was confirmed by TLC) the reaction mixture was extracted with ethylacetate. The separated organic phase was concentrated to get the gummy liquid product 3. The chitosan copper catalyst was collected by simple decanting off the reaction mixture. The recovered catalyst was then washed thoroughly with ethyl acetate 2-3 times,dried under vacuum at 50C and used for another run.

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; Bodhak, Chandan; Kundu, Ashis; Pramanik, Animesh; Tetrahedron Letters; vol. 56; 2; (2015); p. 419 – 424;,
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

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%

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; 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

As a common heterocyclic compound, it belongs to chiral-catalyst compound, name is D-Phenylalanine, and cas is 673-06-3, its synthesis route is as follows.,673-06-3

Synthesis of (R)-phenylalanine[0100] To a solution of D -phenylalanine (1.651 g, 10.0 mmol) in tert-butyl acetate (20 mL) at 0 C, was slowly added HC104 (0.85 mL, 15 mmol). The reaction mixture was stirred at room temperature for 12 h then washed with H20 (25 mL) and 1.0 M HC1 solution (15 mL). The resultant aqueous solution was adjusted to pH 9 by addition of 10 % K2C03 solution, and then extracted with dichloromethane (3 x 10 mL). The combined organic phases were dried with anhydrous Na2S04, filtered and concentrated to give an oil. This was purified by flashchromatography on silica gel, using a grading of ethyl acetate/hexane ((1 :5) to (2:5)), to give Al as a colorless oil; (2.020 g, 89.3%). Spectral data were in accordance with those published. [alpha]?5 : -39.5 (c = 0.33, CHC13); 1H-NMR (300 MHz, CDC13): delta 7.35-7.29 (m, 2H), 7.27-7.22 (m, 3H), 3.63 (dd, J= 6.0, 9.0 Hz, 1H), 3.09-3.02 (m, 1H), 2.89-2.82 (m, 2H), 1.47 (s, 2H), 1.44 (s, 9H); 13C NMR (300 MHz, CDC13): delta 174.34, 137.57, 129.39, 128.41 , 126.65, 81.12, 56.33, 41.29, 28.00; LRMS (ESI): calcd for: Ci3Hi9N02 [M + H]+ = 222.1 , obsd [M + H]+ = 222.1 , [M + Na]+ = 244.1 , obsd [M + Na]+ = 244.1.

With the complex challenges of chemical substances, we look forward to future research findings about 673-06-3,belong chiral-catalyst compound

Reference£º
Patent; THE REGENTS OF THE UNIVERSITY OF COLORADO, A BODY CORPORATE; YIN, Hang; CHENG, Kui; WO2012/99785; (2012); A2;,
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: A methanolic solution (10mL) of (¡À)-trans-1,2-diaminocyclohexane (dach) (0.23g, 2.0mmol) in a Schlenk tube, was added dropwise to a methanolic solution (20mL) of salicylaldehyde-imidazolium salt H(iPr)sal(Me2Im+-X-) 3a-c (4.0mmol) into a 100mL Schlenk flask under nitrogen atmosphere. The reaction mixture was stirred under N2 at 60C for 3h. Then the solvent was partially removed under reduced pressure, and the yellow products of 4a-c were precipitated by the addition of ethyl acetate and kept in the refrigerator overnight. Solvent was decanted off and the obtained crude product was sonicated for 15min in Et2O (3¡Á25mL). Et2O was also decanted off and the residual solid was washed intensively with MeOH/Et2O mixture (1:2) to remove unreacted materials and then re-dissolved in MeOH. EtOAc was added slowly (?15min) to precipitate the products as pale yellow-dark orange solids which were collected by filtration and dried under vacuum. Samples of the isolated solids were characterized as follows., 1121-22-8

As the paragraph descriping shows that 1121-22-8 is playing an increasingly important role.

Reference£º
Article; Elshaarawy, Reda F.M.; Kheiralla, Zeinab H.; Rushdy, Abeer A.; Janiak, Christoph; Inorganica Chimica Acta; vol. 421; (2014); p. 110 – 122;,
Chiral Catalysts
Chiral catalysts – SlideShare

Name is (S)-(1-Ethylpyrrolidin-2-yl)methanamine, as a common heterocyclic compound, it belongs to chiral-catalyst compound, 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 added3-fluoro-p-anisidine (0.28 g, 2 mmol) inCH3CN followed by the additionof N, N-diisopropylethylamine (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, cyclohexylmethyl amine (0.26mL, 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. The crude material was purified by column chromatography eluting with 96: 3: 1 methylene chloride: methanol: cone. ammonium hydroxide to yield a white solid 141 (0.400 g, 43.7percent), mp68-69 OC ; HPLC: Inertsil ODS-3V C18, 40: 30: 30[KH2P04(0. 01 M, pH3. 2) :CH30H : CH3CN], 264nm, Rt 8.2 min, 97.1percent purity ; MS (ESI):lnlz 458 (M+H, 100), 362 (2.8), 230(85. 4).

With the complex challenges of chemical substances, we look forward to future research findings about (S)-(1-Ethylpyrrolidin-2-yl)methanamine

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