Category: chiral-catalyst

As a common heterocyclic compound, it belongs to chiral-catalyst compound, name is [1,1′-Binaphthalene]-2,2′-diamine, and cas is 4488-22-6, its synthesis route is as follows.,4488-22-6

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).

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

Reference£º
Patent; The Hong Kong Polytechnic University; US5919981; (1999); A;,
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

In analogy to S. P. Nolan, Organometallics 1999, 18, 5416-5419, a suspension of 1.55 g (4.33 mmol) of 1,3-bis(2,4,6-trimethylphenyl)-imidazolium chloride (commercially available from Strem Chemicals Inc., D-77672 Kehl) and 2.70 ml (4.59 mmol) of potassium tert.-pentylate (1.7 M in toluene) was suspended in 20 ml hexane and heated at 50 C. for 10 min. 2.00 g (2.17 mmol) of [RuCl2(Pcy3)2(3-phenyl-indenylidene)] was added and the resulting red suspension stirred at 50 C. for 15 h. The reaction mixture was allowed to cool to r.t., the formed brown crystals were filtered off and washed with 40 ml pentane. The crystals were dissolved in 30 ml dichloromethane. 30 ml water was added and the organic layer was separated and dried over Na2SO4. The orange solution was evaporated to dryness and the isolated red crystals washed with 30 ml pentane and dried under vacuum to yield 2.05 g (81% yield) of the title compound. MS: 946.3 (M+). 31P-NMR (121 MHz, C6D6): 27.4 ppm. 1H-NMR (300 MHz, C6D6): 1.00-1.40 (m, 18H); 1.47-1.68 (m, 6H); 1.70-1.84 (m, 3H); 1.80 (s, 3H); 1.85-1.95 (m, 3H); 2.04 (s, 3H); 2.20 (s, 3H); 2.24 (s, 3H); 2.45-2.60 (m, 3H); 2.65 (s, 3H); 2.67 (s, 3H); 6.03 (s, 1H); 6.16 (s, 2H); 6.47 (s, 1H); 6.95 (s, 2H); 7.10-7.37 (m, 6H); 7.85 (s, 1H); 7.87-7.93 (m, 2H); 9.12 (d, 1H, J=6.8 Hz). Anal. calcd. for C54H67N2Cl2PRu: C, 68.48; H, 7.13; N, 2.96; Cl, 7.49. Found: C, 68.71; H, 7.11; N, 3.77; Cl, 7.37.

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; Puentener, Kurt; Scalone, Michelangelo; US2006/241156; (2006); 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.4488-22-6,[1,1′-Binaphthalene]-2,2′-diamine,as a common compound, the synthetic route is as follows.

Preparation of ligands.; Synthesis of imines.; 3 mmol of bisnaphthyldiamine and 6 mmol of ketone were dissolved in 30 mL of anhydrous toluene. A few mg of para toluene sulfonic acid were added. After addition of 30 g of activated 4 angstroem molecular sieves by 10 g portions, the reaction mixture was stirred at a temperature of 110C for a period of time of 3 days. Molecular sieves were filtered off and the solvent was removed under vacuum. The resulting solid was crystallised from methanol to give the product. Two compounds were obtained and characterised. Bis-naphthyldi(phenylmethyleneimine) was obtained as a yellow solid with a yield of 79 %. [Show Image] The NMR results were as follows. 1H-RMN (300 MHz, CD2Cl2) [Show Image] (ppm) : 6.64 (d, 2H), 6.7-4-78 (m, 8H), 6.93-6.97 (m, 4H), 7.05 (t, 2H), 7.19-7.48 (m, 6H), 7.50 (t, 2H), 7.68 (d, 6H), 7.77 (d, 2H) 13C-RMN (75 MHz, CD2Cl2) [Show Image] (ppm) : 122.2, 124.1, 124.2, 126.1, 126.5, 127.8, 127.9, 128.0, 128.2, 128.3, 128.9, 130.0, 130.2, 130.6, 130.7, 133.9, 136.6, 140.8, 147.6, 167.2

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

Reference£º
Patent; TOTAL PETROCHEMICALS RESEARCH FELUY; EP1982975; (2008); 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: C8H14ClNO40,mainly used in chemical industry, its synthesis route is as follows.,137848-28-3

General procedure: This compound was prepared as a yellow solid from the reaction of pyridine-2-carboxaldehyde (1.07 g, 10.0 mmol) with (R)-2-amino-2′-hydroxy-1,1′-binaphthyl (2.85 g, 10.0 mmol) indry toluene (50 mL) in the presence of 4 A molecular sieves at 70 C and recrystallization from a toluene solution by a similar procedure as in the synthesis of 1H2. Yield: 2.99 g (80%). M.p.: 180-182 C. 1H NMR (C6D6): d 8.62 (s, 1H, CHN), 7.88 (s, 1H, aryl), 7.61 (m, 2H, aryl), 7.52 (m, 5H, aryl), 7.24 (d, J = 8.0 Hz, 1H, aryl), 7.10-6.95 (m, 5H, aryl), 6.56 (t, J = 6.8 Hz, 1H, aryl), 6.24 (m, 1H,aryl); the proton of the OH group was not observed. These spectroscopic data were in agreement with those reported in the literature [69].

With the synthetic route has been constantly updated, we look forward to future research findings about (R)-2′-amino-[1,1′-binaphthalen]-2-ol,belong chiral-catalyst compound

Reference£º
Article; Chen, Liang; Zhao, Ning; Wang, Qiuwen; Hou, Guohua; Song, Haibin; Zi, Guofu; Inorganica Chimica Acta; vol. 402; (2013); p. 140 – 155;,
Chiral Catalysts
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137848-28-3, (R)-2′-amino-[1,1′-binaphthalen]-2-ol is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a mixture of 3,4-dimethoxy-3-cyclobutene-1 ,2-dione (Ia) (0.2 mmol) in MeOH (0.25- 1 mL) the amine 2a-m was firstly added at room temperature. After the correspondingreaction time (ti) (see Table I), the amine 4a-n (0.2 mmol) was then added with MeOH (1.75-1 mL). After the corresponding reaction time (t2) (see Table I and Table Ibis), the product was purified by filtration or by column chromatography. Yields are reported in Table I and Table Ibis and pure compounds were obtained as stable solids.

137848-28-3, As the paragraph descriping shows that 137848-28-3 is playing an increasingly important role.

Reference£º
Patent; UNIVERSIDAD DE ZARAGOZA; CONSEJO SUPERIOR DE INVESTIGACIONES CIENTIFICAS (CSIC); MARQUEZ LOPEZ, Maria Eugenia; ALEGRE REQUENA, Juan Vicente; PEREZ HERRERA, Raquel; (70 pag.)WO2016/5407; (2016); A1;,
Chiral Catalysts
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As a common heterocyclic compound, it belongs to chiral-catalyst compound, name is 6,6′-((1E,1’E)-((2,3-Dimethylbutane-2,3-diyl)bis(azanylylidene))bis(methanylylidene))bis(2,4-di-tert-butylphenol), and cas is 351498-10-7, its synthesis route is as follows.,351498-10-7

A 50 mL flask was charged with N,N’-bis(3,5-di-tert-butylsalicylidene)-1,1,2,2-tetramethylethenediamine (0.430 g, 0.78 mmol, 1.0 equiv), EtOH (17 mL), and Co(OAc)2 (0.139 g, 0.78 mmol, 1.0 equiv). The mixture was degassed and then heated to reflux under nitrogen for 3 h, cooled to room temperature. The precipitate was filtered and the purple solid was washed with EtOH (10 mL) and dried under high vacuum to give 0.353 g (75%) of the cobalt(II) complex.

With the complex challenges of chemical substances, we look forward to future research findings about 351498-10-7,belong chiral-catalyst compound

Reference£º
Patent; Vitae Pharmaceuticals, Inc.; Boehringer Ingelheim International GmbH; US2010/331320; (2010); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

As a common heterocyclic compound, it belong chiral-catalyst compound,[1,1′-Binaphthalene]-2,2′-diol,602-09-5,Molecular formula: C20H14O2,mainly used in chemical industry, its synthesis route is as follows.,602-09-5

The reaction was carried out in an ice bath. Tetrahydrofuran (30 mL) was added to a solution of sodium hydride (1.92 g, 80 mmol)Three-necked flask. A solution of 1,1′-binaphthol (compound (1)) (10 g, 34 mmol) in tetrahydrofuran (50 mL) was dissolvedThe solution was slowly added dropwise to the reaction solution over a period of 20 minutes. After completion of the addition, the reaction was continued for 30 minutes, and then chloromethyl ether (6.4 g, 80 mmol) was slowly added dropwise to the reaction solution. The reaction was continued for about one hour and monitored by thin layer chromatography. After the reaction was complete, the reaction was quenched with water (20 mL). The organic material was extracted with dichloromethane and water and the solvent was removed. The compound (2) was isolated by column chromatography on silica gel using a mixture of petroleum ether and ethyl acetate (5: 1) as the eluent. Yield: 90%.

With the synthetic route has been constantly updated, we look forward to future research findings about [1,1′-Binaphthalene]-2,2′-diol,belong chiral-catalyst compound

Reference£º
Patent; East China University of Science and Technology; LILIES GROUP CO., LTD; Wang, Limin; Wu, Shengming; Zhang, Kewei; Wang, Feng; Wang, Guifeng; Tian, He; Wang, Zhenyan; Chen, Lirong; Huang, Zhuo; (23 pag.)CN104478915; (2016); B;,
Chiral Catalysts
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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

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. 4.2.1.1 Compound 3a Yellow solid; m.p. 298C (decomposed). 1H NMR (300MHz, CDCl3, TMS) delta 9.44 (dd, J=5.1, 1.2Hz, 1H), 7.98 (dd, J=8.1, 1.5Hz, 1H), 7.56 (d, J=8.7Hz, 1H), 7.45-7.21 (m, 10H), 7.10 (dd, J=7.2, 2.1Hz, 2H), 6.96 (d, J=7.2Hz, 1H), 3.51-3.30 (m, 4H), 1.52 (d, J=6.3Hz, 6H), 1.18 (d, J=6.9Hz, 6H), 1.06 (d, J=6.9Hz, 6H), 0.66 (d, J=6.3Hz, 6H). 13C NMR (125MHz, CDCl3) delta 177.9, 153.9, 153.5, 148.6, 147.8, 145.0, 142.0, 136.3, 135.9, 134.2, 132.8, 129.9, 128.23, 128.18, 125.7, 125.0, 124.2, 123.9, 123.0, 121.7, 120.6, 29.0, 28.4, 26.5, 26.2, 23.2, 23.0. IR (neat) nu 2977, 2927, 2860, 1624, 1593, 1565, 1462, 1394, 1380, 1364, 1330, 1266, 1196, 1182, 1115, 937, 830, 816, 801, 758cm-1. MS (ESI): 672 [M-Cl]+. HRMS (ESI) calcd. for C40H44N3Pd [M-Cl]+: 672.2579; found: 672.2594. Anal. calcd. for C40H44ClN3Pd: C, 67.79%; H, 6.26%; N, 5.93%; found: C, 67.71%; H, 6.26%; N, 5.67%., 250285-32-6

As the paragraph descriping shows that 250285-32-6 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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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

In a glovebox under argon, to chamber 1 of two- chamber system S2 was added Pd(dba)2 (19.9 mg, 0.0347 mmol), PPh3 (18.2 mg, 0.0693 mmol), 4,6-dichloro-2-iodo-3-methoxyphenol 37 (221 mg, 0.693 mmol), THF (3 ml_), (S)-(l-ethylpyrrolidin-2-yl)methanamine (193 muIota_, 1.39 mmol), TEA (194 muIota_, 1.39 mmol). The chamber was sealed with a screwcap fitted with a Teflon.(R). seal. In a glovebox under argon, to chamber 2 of two-chamber system S2 was added Mo(CO)6 (183 mg, 0.693 mmol), THF (3 ml_) and pyridine (280 muIota_, 3.47 mmol) in that order. The chamber was sealed with a screwcap fitted with a Teflon.(R). seal. The loaded two-chamber system was heated to 70 ¡ãC for 19 hours. The crude reaction mixture was evaporated on silica gel and the title compound 38 was obtained after flash chromatography (5percent MeOH in CH2CI2 as eluent) as brown oil (153.7 mg, 0.443 mmol, 64percent from 37).

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

Reference£º
Patent; AARHUS UNIVERSITET; SKRYDSTRUP, Troels; LINDHARDT, Anders Thyboe; HERMANGE, Philippe; TAANING, Rolf Hejle; FRIIS, Stig Duering; WO2012/79583; (2012); A1;,
Chiral Catalysts
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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

A suspension of 6.52 g (17.55 mmol) of l,3-bis(2,4,6-trimethylphenyl)-imidazolidinium chloride (commercially available from Umicore AG, D-63457 Hanau- Wolfgang) and 11.40 ml (19.38 mmol) of potassium tert-.pentylate (1.7 M in toluene) in 400 ml of hexane was stirred for 10 min at 500C. After the reaction mixture was evaporated to dryness, the white residue was re- dissolved in 400 ml of hexane and the formed suspension was transferred to a suspension of 4.00 g (5.85 mmol) of [RuCl2(=CH(o-OCH(Me)CO-N-Pyrrolidine)Ph)(PCy3)] in 400 ml of hexane. The resulting reaction mixture was stirred for 23 h at 500C. The formed green suspension was filtered, the filter cake was washed with 60 ml of hexane and dissolved in 50 ml of dichloromethane. 140 ml of water was added, the organic layer was separated, dried over Na2SO4 and evaporated to dryness. The crude product was washed twice with 70 ml of ethyl acetate / pentane 1 :5 and successively with 50 ml of pentane and dried under vacuum at room temperature to yield 2.75 g (66% yield) of the title compound as a green powder.MS: 709.2 (M+). Anal, calcd. for C35H43Cl2N3O2Ru ? 0.9 CH2Cl2: C, 54.80; H, 5.74; N, 5.34, Cl 17.10. Found: C, 54.77; H, 5.76; N, 5.30, Cl 16.30.

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; F. HOFFMANN-LA ROCHE AG; WO2009/124853; (2009); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare