Day: October 20, 2020

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

N,N’-[(2-ethoxycarbonyl)eth-1-yl]-trans-cyclohexane-1,2-diamine 2a: To freshly distilled trans-1,2-diaminocyclohexane 1 (1 ml, 8.33 mmol) in 50 ml of ethanol was added vinyl propionate (1.50 ml, 13.7 mmol) in one portion. After stirring 20h at room temperature, the reaction mixture was concentrated by rotary evaporation to yield a pale yellow oil (2.6 g, 8.32 mmol, 100%) witch was used directly in the next step. 1H NMR (CDCl3): d 1.22 (t, 12H), 1.67 (m, 2H), 1.82 (m, 2H), 2.06 (m, 2H+2H), 2.43 (t, 4H), 2.67 (dt, 2H), 2.98 (dt, 2H), 4.10 (q, 4H). 13C NMR (CDCl3): d 14.17, 24.31, 31.46, 35.34, 42.19, 60.23, 61.29, 172.69 , (M+H+): 315

1121-22-8, The synthetic route of 1121-22-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; 99953923.2; EP1123301; (2003); B1;,
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: C8H14ClNO237,mainly used in chemical industry, its synthesis route is as follows.,351498-10-7

A 50 ml. flask was charged withLambda/,Lambda/-bis(3,5-di-te/t-butylsalicylidene)-1 ,1 ,2,2-tetramethylethenediamine (0.4302 g, 0.78 mmol, 1.0 equiv), EtOH (17 ml_), and Co(OAc)2 (0.1385 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 0.3533 g (75%) of the cobalt(ll) complex.

With the complex challenges of chemical substances, we look forward to future research findings about 6,6′-((1E,1’E)-((2,3-Dimethylbutane-2,3-diyl)bis(azanylylidene))bis(methanylylidene))bis(2,4-di-tert-butylphenol),belong chiral-catalyst compound

Reference£º
Patent; VITAE PHARMACEUTICALS, INC.; CLAREMON, David, A.; LEFTHERIS, Katerina; ZHUANG, Linghang; TICE, Colin, M.; SINGH, Suresh, B.; YE, Yuanjie; WO2011/11123; (2011); 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: C8H14ClNO348,mainly used in chemical industry, its synthesis route is as follows.,4488-22-6

Under nitrogen conditions, add tris (dibenzylidene-base acetone) dipalladium (37 mg, 0.04 mmol, purchased from ANEG) to Schlenk bottles with magnetons, 1,1′-Binaphthyl-2,2′-bisdiphenylphosphine (50 mg, 0.08 mmol, purchased from Anagi), cesium carbonate (3.65 g, 11.2 mmol, purchased from Anagi), 2-trifluoromethanesulfonyl cycloheptatrienone (4.88 g, 19.2 mmol), 1,1′-bi-2-naphthylamine (2.27 g, 8 mmol, purchased from Enagi) and 50 ml of toluene. The resulting mixture was stirred at 100 C for 24 hours. The reaction was completed and the temperature was reduced to room temperature. After the toluene-insoluble solid was filtered off with diatomaceous earth, 100 mesh silica gel was added to the resulting solution to spin dry the sample. The obtained crude product was then passed through a 200-300 mesh silica gel column, using ethyl acetate as an eluent, and the eluent was spin-dried to obtain a brown solid (2.68 g, yield 68%).

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

Reference£º
Patent; University of Science and Technology of China; Chen Changle; Zhang Pan; (17 pag.)CN110423246; (2019); A;,
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.

602-09-5, (¡À)-BINOL (24.9 g, 86.9 mmol), 1-bromobutane (25.0 g, 182.5 mmol), potassium carbonate (36.0 g, 260.7 mmol) was added to a solution of DMAc (250 mL), and the mixture was stirred at 90 C. for 10 hours for reaction. Further, potassium carbonate (15.0 g, 108.5 mmol), 1-Bromobutane (11.5 g, 83.9 mmol) was added, the mixture was stirred at the same temperature for 12 hours and reacted. After cooling to room temperature, toluene and ion exchanged water were added, the organic layer was washed twice with ion exchanged water, and the solvent was distilled off under reduced pressure. Methanol was added to the concentrate, the solid content was dispersed, filtered, dried under reduced pressure at 40 C., Intermediate 172A (32.1 g, 92.7%) was obtained as a cream colored solid.

As the paragraph descriping shows that 602-09-5 is playing an increasingly important role.

Reference£º
Patent; ADEKA CORPORATION; YANAGISAWA, SATOSHI; MIHARA, TAIKI; MIYAKE, JUNYA; (60 pag.)JP2017/149661; (2017); A;,
Chiral Catalysts
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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: Salen ligands were obtained in the stoichiometric reaction of salicylic aldehyde and trans-1,2-diaminocyclohexane in 96% ethanol solution according to [13c]. Reactions were carried out in 50 ml three-neck round-bottomed flask, equipped with reflux condenser, dropping funnel, magnetic stirrer and heating mantle. The solution of trans-1,2-diaminocyclohexane (0,57 ml, 5 mmol) in EtOH (10 ml) was slowly added to a hot solution of appropriate aldehyde (10 mmol) in EtOH (20 ml). The reaction mixture was heated at reflux for 1.5 h. After cooling to room temperature, the yellow precipitate that formed was filtered off and washed with cold EtOH (5 ml). The ligands were used without further purification. (¡À)-trans-N,N-bis(5-methoxy-3-tert-butylsalicylidene)-1,2-cyclohexanediamine (H2salcn(BuOMe)) Anal. Calc. for C30H42N2O2: C, 72.84%; H, 8.56%; N, 5.66%; C/N = 12.87. Found: C, 72.63%; H, 8.45%; N, 5.68%; C/N = 12.78. 1H-NMR (CDCl3): delta = 13.40 (bs, 2H), 8.24 (s, 2H), 6.90 (m, 2H), 6.48 (m,2H), 3.69 (s, 6H), 3.32 (m, 2H), 1.99 (m, 2H), 1.89 (m, 2H), 1.77 (m, 2H), 1.47 (m, 2H), 1.39 (s, 18H). Yield: 1.33 g, 54%, mp = 146-149 C., 1121-22-8

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

Reference£º
Article; Tomczyk; Nowak; Bukowski; Bester; Urbaniak; Andrijewski; Olejniczak; Electrochimica Acta; vol. 121; (2014); p. 64 – 77;,
Chiral Catalysts
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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

Into a solution containing 1,6-diisocyanatohexane (4.04 grams, 24.0 mmol; obtained from Sigma-Aldrich Fine Chemicals, Milwaukee, Wis.) and anhydrous tetrahydrofuran (100 mL, Sigma-Aldrich Fine Chemicals, Milwaukee, Wis.) stirring at room temperature was added 2-ethylhexanol (3.13 grams, 24.0 mmol, obtained from Sigma-Aldrich Fine Chemicals) and dibutyltin dilaurate (0.38 grams, 0.6 mmol, obtained from Sigma-Aldrich Fine Chemicals) as the catalyst. The mixture was stirred and heated to an internal temperature of about 70 C. The progress of the reaction was monitored by 1H-NMR spectroscopy for the consumption of 2-ethylhexanol starting material, indicated by the disappearance of the -CH2OH multiplet, which appears at 3.5 ppm as a shoulder peak on the downfield end of the intermediate isocyanate product whose signal is located at 3.35-3.40 ppm. The mixture was cooled to about 5 C. internal temperature; thereafter, to this mixture was added dropwise a solution of trans-1,2-diaminocyclohexane (1.37 grams, 12 mmol; obtained as a racemic mixture of (1R,2R) and (1S,2S) stereoisomers from Sigma-Aldrich Fine Chemicals) dissolved in anhydrous tetrahydrofuran (10 mL). The mixture was stirred for about 30 minutes while warming up to room temperature, and thickened to form a gelatinous slurry. FTIR spectroscopic analysis of a reaction sample showed very little unreacted isocyanate (peak at 2180 cm-1, sample prepared as a KBr pellet). Residual isocyanate was quenched by addition of 5 mL of methanol. A crystalline product was isolated from the slurry by first adding methylene chloride (40 mL) followed with stirring for approximately 20 minutes to ensure full precipitation out of the gel slurry. The solid was filtered by suction on a paper filter, rinsed with methylene chloride (about 10 mL), and then dried in air to give 7.36 grams of off-white solid (86% 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 high temperature (60 C.) and indicated the above structure, with the following assigned peaks: 0.90 ppm (multiplet, 6 H integration, -OCH2CH(CH2CH3)CH2CH2CH2CH3); 1.0-1.95 ppm (broad multiplets, 20 H integration, 8 methylene protons from 2-ethylhexanol portion, 8 methylene protons from the 1,6-diisocyanatohexane portion, and 4 methylene protons from the cyclohexane ring portion); 2.95 ppm (narrow multiplet, 4 H integration, -NH(CO)NHCH2(CH2)4CH2NH(CO)O); 3.20 ppm (broad singlet, 1 H integration, tertiary methine proton adjacent to urea group on cyclohexane ring); 3.90 ppm (doublet, 2 H integration, OCH2CH(CH2CH3)CH2CH2CH2CH3); 5.65 ppm and 5.75 ppm (each a broad singlet, 1 H integration, urea NH protons); 6.75 ppm (broad singlet, 1 H integration, urethane NH proton). Elemental analysis calculated for C: 64.19%, H: 10.49%, N: 11.82%; found for C: 61.70%, H: 9.86%, N: 14.91%., 1121-22-8

The synthetic route of 1121-22-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Xerox Corporation; US2006/122415; (2006); 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: C8H14ClNO418,mainly used in chemical industry, its synthesis route is as follows.,141556-45-8

General procedure: To a solution of the dimeric Ni(II)-complex in THF (20 mL) wasadded the respective imidazolium chloride (2 equiv.) and KOtBu(2.3 equiv.) or NaHMDS (2.3 equiv.). The reaction mixture washeated to 60 C for 2 h and then left at room temperature overnight.The solvent was removed under reduced pressure and the residuewas extracted into CH2Cl2. This CH2Cl2 solutionwas passed througha short column of alumina. The eluting orange-brown solution wassubsequently evaporated to dryness. Diffusion of cyclohexane intoa THF solution afforded orange-brown crystals after several days.Samples for elemental analysis were further recrystallised fromMeOH.

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
Article; Clauberg, Maximilian H.; Schmidt, Darya; Rust, Joerg; Lehmann, Christian W.; Arefyeva, Natalia; Wickleder, Mathias; Mohr, Fabian; Journal of Organometallic Chemistry; vol. 881; (2019); p. 45 – 50;,
Chiral Catalysts
Chiral catalysts – SlideShare

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

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
Chiral catalysts – SlideShare

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
Chiral catalysts – SlideShare