Category: chiral-catalyst

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

In a 3 mL screw cap vial containing a magnetic stir bar 5- (benzyloxy) -pent-1-yl)(5- (benzyloxy) -pent-1-yne) (87.1 mg, 0.5 mmol),N-benzylhydroxylamine (67.7 mg, 0.55 mmol),RuCp (PPh3) 2Cl (18.1 mg, 0.025 mmol) and toluene (1.25 mL) were added and the mixture was stirred at a reaction temperature of 100 C for 24 hours.The progress of the reaction was monitored by TLC.After completion of the reaction, the mixture was passed through silica gel to remove the catalyst, and the silica was washed with ethyl acetate. The product solution was concentrated in vacuo and purified by silica gel chromatography.A yield of 22.5 mg (15%) was obtained. To a screw cap vial was added 5- (benzyloxy) -pent-1-yne (87.1 mg, 0.5 mmol)((¡À) -trans-diaminocyclohexane (33 mul, 0.275 mmol), N-hydroxybenzotriazole (74.3 mg, 0.55 mmol)RuCp (PPh3) 2Cl (18.1 mg, 0.025 mmol)And t-butanol (1.25 mL)And the reaction time was changed to 4 hours. The reaction was carried out in the same manner as in Example 1 to synthesize amide. 97 mg (78%) was obtained., 1121-22-8

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

Reference£º
Patent; Seoul National University Industry-Academic Cooperation Foundation; Lee, Chul Beom; Lee, Dong Gil; Park, Ho Jun; (33 pag.)KR2017/11773; (2017); A;,
Chiral Catalysts
Chiral catalysts – SlideShare

The chiral-catalyst compound, name is trans-Cyclohexane-1,2-diamine,cas is 1121-22-8, mainly used in chemical industry, its synthesis route is as follows.,1121-22-8

In a pyrex vial 4-chloro-2-methylphthalazin-l (2H)-one (300 mg, 1.54 mmol), RuPhos 3rd generation precatalyst (121 mg, 0.154 mmol), and sodium tert-butoxide (444 mg, 4.62 mmol) were added, the vial was sealed, and the atmosphere evacuated and purged with N2 (3X). (+/-)-Transcyclohexanediamine (370 mu, 3.08 mmol) in toluene (6 mL) was then added, and the reaction was heated at 70 C overnight. The crude reaction was concentrated in vacuo, deposited onto silica gel with aid of methanol, and purified by silica gel chromatography using 85% 90: 10:1 dichloromethane :methanol:NH40H as eluent. The product fractions were concentrated and lyophilized to provide the title compound (191 mg, 45% yield). LCMS M/Z (M+H) 273.

As the rapid development of chemical substances, we look forward to future research findings about 1121-22-8

Reference£º
Patent; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; ALBRECHT, Brian, K.; COTE, Alexandre; CRAWFORD, Terry; DUPLESSIS, Martin; GOOD, Andrew, Charles; LEBLANC, Yves; MAGNUSON, Steven; NASVESCHUK, Christopher, G.; PASTOR, Richard; ROMERO, F. Anthony; TAYLOR, Alexander, M.; (179 pag.)WO2016/36954; (2016); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

The chiral-catalyst compound, name is [1,1′-Binaphthalene]-2,2′-diol,cas is 602-09-5, mainly used in chemical industry, its synthesis route is as follows.,602-09-5

Example 15: Separation of (S)-1 , 1 ‘-bi-2-naphthol from (RS)-1 ,1′-bi-2-naphthol via formation of binary/ternary co-crystal with 3-alkyl-4-(1′-phenylethylamino)butanoic acid. 3-alkyl-4-(1′-phenylethylamino)butanoic acid (0.385 moles) was dissolved in methanol (five volumes) and (RS)-1 ,1′-bi-2-naphthol (0.35 moles, i.e. 100 g) was added to it at room temperature. The mixture was stirred at 50 C for 2 hour, during which time solid precipitate came out from the reaction mixture. Reaction mixture was allowed to cool to room temperature and filtered under reduced pressure to obtain solid co-crystal.Co-crystal was suspended in methanol (five volumes) and stirred at 50 C for 2 h. After which reaction mixture was cooled to room temperature and filtered under reduced pressure to obtain pure solid co-crystal.Pure co-crystal was suspended in a biphasic mixture of ethyl acetate (2.5 volumes) and 1Lambda/ hydrochloric acid (2.5 volumes) and stirred for 30 to 45 min to decompose the complex. Aqueous phase was washed with 2 volumes of ethyl acetate. Organic phases were mixed together and washed with brine, followed by drying over sodium sulfate. Solvent was evaporated under vacuum to obtain optically pure (S)-1 ,1′-bi-2-naphthol which was analyzed for ee on chiral chromatography.Chiral chromatographic conditions for (S)-1.1′-bi-2-naphtholRetention time for (S)-1, 1′-bi-2-naphthol : 17.77 minRetention time for (R)-1, 1′-bi-2-naphthol : 20.64 minInstrument HPLC using a Shimadzu LC 2010 system equipped Pump, Injector, UV detector and Recorder Column: Chiral Pak IA, 4.6mm x 250mm, 5muiotaeta, column oven temperature 40 C Detector. UV at 230 nm.Mobile phase: n-hexane (94) :n-butanol (5) : ethanol (1): trifluoroacetic acid (0.3 mL) Flow rate: 1 mL minInjection volume: 20 muIota.Yield and enantiomeric excess of (S)-1 ,1′-bi-naphthol using various 3-alkyl-4-(1′- phenylethylamino)butanoic acids for co-crystal formation during resolution of (RS)-1 ,1 – bi-naphthol are tabulated below in table 4:Table 4* Data represented for antipode of (S)-1 ,1’-bi-naphthol.

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

Reference£º
Patent; LUPIN LIMITED; ROY, Bhairab, Nath; SINGH, Girij, Pal; LATHI, Piyush, Suresh; MITRA, Rangan; WO2012/7814; (2012); A2;,
Chiral Catalysts
Chiral catalysts – SlideShare

The chiral-catalyst compound, name is trans-Cyclohexane-1,2-diamine,cas is 1121-22-8, mainly used in chemical industry, its synthesis route is as follows.,1121-22-8

General procedure: A methanolic solution (10mL) of (¡À)-trans-1,2-diaminocyclohexane (dach) (0.23g, 2.0mmol), in a Schlenk tube, was added drop-wise to a methanolic solution (20mL) of substituted salicylaldehyde-imidazolium salt H(R1)sal(Im+-R2R3-Cl-) 3a-f (4.0mmol) into a 100ml Schlenk flask under nitrogen atmosphere. The reaction mixture was stirred at 60C overnight. MeOH was partially removed under reduced pressure on a rotary evaporator, and the yellow products of 4a-f were precipitated by ethyl acetate and kept in the refrigerator overnight. The precipitate was sonicated with Et2O (3¡Á25mL), collected by filtration and dried under vacuum.

As the rapid development of chemical substances, we look forward to future research findings about 1121-22-8

Reference£º
Article; Elshaarawy, Reda F.M.; Janiak, Christoph; European Journal of Medicinal Chemistry; vol. 75; (2014); p. 31 – 42;,
Chiral Catalysts
Chiral catalysts – SlideShare

The chiral-catalyst compound, name is D-Phenylalanine,cas is 673-06-3, 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 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 rapid development of chemical substances, we look forward to future research findings about 673-06-3

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

4488-22-6, [1,1′-Binaphthalene]-2,2′-diamine is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 1 Preparation of (R)-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl-2,2′-diamine (R-1): 200 mg (R)-1,1′-binaphthyl-2,2′-diamine (purchased from Aldrich Chemical Company), 20 mg PtO2 and 20 mL glacial acetic acid were charged into a 50 mL autoclave equipped with a magnetic stirring bar. The autoclave was closed and 1,000 KPa hydrogen gas was charged. The solution was stirred with a magnetic stirrer for 120 hours at room temperature. After releasing the hydrogen gas and removing the solid catalyst by filtration, the mixture was neutralized with aqueous NaHCO3 solution followed by extraction with 50 mL ethyl acetate three times. The combined extracts were dried with sodium sulfate and the solvent was removed with a rotary evaporator to give 210 mg of crude product (R-1). The crude product was purified by crystallization with 5 mL ethyl acetate and 15 mL hexane to give 180 mg crystals of R-1 (87.5% of theoretical yield)., 4488-22-6

The synthetic route of 4488-22-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; The Hong Kong Polytechnic University; US5919981; (1999); A;,
Chiral Catalysts
Chiral catalysts – SlideShare

The chiral-catalyst compound, name is [1,1′-Binaphthalene]-2,2′-diamine,cas is 4488-22-6, mainly used in chemical industry, its synthesis route is as follows.,4488-22-6

Sodium nitrite (1.2g, 18.0mmol) in 3mL of water was added slowly to a stirred solution of BINAM (1.2g, 4.0mmol) and HBF4 (45% in H2O, 10mL) at 0C. Then the reaction was stirred at 0C for 30min and further stirred at room temperature for 30min. The resulting yellow solid was filtered using a Buechner funnel and washed with cold HBF4 (2¡Á5mL), H2O (2¡Á10mL) and EtOH (10mL). The diazonium salt 1 solid (1.8g) was dried under a vacuum desiccator and stored at 0C (yellow solid).

As the rapid development of chemical substances, we look forward to future research findings about 4488-22-6

Reference£º
Article; Ganapathy, Dhandapani; Sekar, Govindasamy; Catalysis Communications; vol. 39; (2013); p. 50 – 54;,
Chiral Catalysts
Chiral catalysts – SlideShare

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.173035-10-4,1,3-Dimesityl-4,5-dihydro-1H-imidazol-3-ium chloride,as a common compound, the synthetic route is as follows.

Synthesis of [(SIMes)CuCl]. This synthesis is as reported in the literature; see S. Diez-Gonzalez et al., J. Org. Chem. 2005, 70, 4784-4796. In a 250 mL Schlenk flask were added copper(I) chloride (1.0 g, 10.10 mmol), 1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydro-imidazol-2-ylidenium chloride (SIMes-HCl, 10.10 mmol), and sodium tert-butoxide (0.97 g, 10.10 mmol). To this flask, dry tetrahydrofuran (100 mL) was added under an inert atmosphere of argon, and the mixture was magnetically stirred for 20 hours at room temperature. After the mixture was filtered through a plug of Celite and then evaporating the solvent under vacuum, a white solid was obtained. 1H NMR (400 MHz, CDCl3) delta=6.96 (s, 4H), 3.96 (s, 4H), 2.32 (s, 12H), 2.30 (s, 6H); 13C NMR (100 MHz, CDCl3) delta=202.8, 138.7, 135.3, 135.0, 129.7, 50.9, 21.0, 18.0. Elemental analysis calcd for C21H26CuClN2: C, 62.21; H, 6.46; N, 6.91. Found: C, 62.60; H, 6.52; N, 6.80%., 173035-10-4

As the paragraph descriping shows that 173035-10-4 is playing an increasingly important role.

Reference£º
Patent; Institut Catala d’Investigacio Quimica; Institucio Catalana de Recerca i Estudis Avancats; US2009/69569; (2009); 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.602-09-5,[1,1′-Binaphthalene]-2,2′-diol,as a common compound, the synthetic route is as follows.

In a glass reactor equipped with a stirrer, cooler and thermometer,286 g (1 mol) of (RS) -1,1′-bi-2-naphthol;194 g (2.2 mol) of ethylene carbonate,Charge 15 g of potassium carbonate and 450 g of toluene,The reaction was performed at 110 C. for 10 hours. After 540 g of toluene was added to this reaction solution to dilute it, 290 g of a 10% by mass aqueous sodium hydroxide solution was added to wash the organic solvent layer. continue,Washing with 500 g of water was repeated until the washed water became neutral. After washing with water, 1.0 g of an aqueous solution of sodium silicate (trade name: sodium silicate solution, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) was added to the organic solvent layer, and the mixture was stirred for 30 minutes. Thereafter, the mixture was cooled from 80 C. to 30 C. at a rate of 0.5 C./min, filtered under reduced pressure (50 kPa) and dried,(RS) -2,2′-bis (2-hydroxyethoxy)-1,1′-binaphthaleneCompound313 g of white crystals(Yield: 83.5% by mass, purity: 99.6%, D50: 55 mum).The silicon content in the obtained crystals was 73 mass ppm., 602-09-5

The synthetic route of 602-09-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; DK Co Ltd; Saito, Daisuke; Umeda, Kazutoshi; (9 pag.)JP6615398; (2019); B1;,
Chiral Catalysts
Chiral catalysts – SlideShare

602-09-5, [1,1′-Binaphthalene]-2,2′-diol is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

602-09-5, Example 26; 1.0 g NaOH, 20 ml water and 2.8 g 2,2′-dihydroxy-1,1′-binaphthyl prepared in the step a) of the Example 19 are added to a round bottom flask with the volume of 100 mL and are then stirred to be dissolved, 4.1 g n-butyl bromine, 0.2 g tetrabutylammonium bromide and 10 ml ethanol are dropwise added to the round bottom flask, the temperature of the water bath is maintained at 70 C., and after the reaction is performed for 4 hours, the reaction product is poured, while hot, into 50 g crushed ice, followed by stirring to further separate crystal out. The crystal is filtered the filter cake is washed with alkali solution and icy water to obtain light yellow granular solid. The solid is recrystallized with ethanol to obtain yellow-white crystal 2,2′-dibutoxy-1,1′-binaphthyl with the yield of 92.3%, the melting point of 85 C. and the content, according to HLPC detection, of 96.6%.

602-09-5 [1,1′-Binaphthalene]-2,2′-diol 762831, achiral-catalyst compound, is more and more widely used in various fields.

Reference£º
Patent; Wang, Licai; Gao, Zhanxian; Li, Wei; Zheng, Guotong; Dong, Qingxin; Liu, Riping; Wang, Xiaohuan; Zhang, Nan; Wang, Jingzhuang; Cai, Shimian; US2011/301385; (2011); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare