Month: October 2020

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.

To a solution of 1,1?binaphthyl-2,2?-diamine 2 (569 mg, 2 mmol) in THF (30 mL) was added solid Na2CO3 (212 mg, 2 mmol) followed by dropwise addition of TFAA (1.27 mL, 9 mmol) in THF (30 mL). After 2 h the reaction was quenched with sat. NaHCO3 solution and extracted with EtOAc, washed with H2O and brine, dried (Na2SO4), and evaporated to give 826 mg (87%) of 3c; colorless crystals; m.p.: 195-196 C. The product was pure enough for the next step. 1H-NMR: delta = 8.19 (d, J = 8.9 Hz, 2H); 8.14 (d, J = 8.9 Hz, 2H); 8.01 (d, J = 8.2 Hz, 2H); 7.72 (s, 2H); 7.56 (ddd, J = 8.2, 6.8, 1.2 Hz, 2H); 7.38 (ddd, J = 8.4, 6.8, 1.3 Hz, 2H); 7.13 (dm, J = 8.6 Hz, 2H). 13C-NMR delta = 132.3 (C); 131.8 (C); 131.7 (C); 130.9 (CH); 128.7 (CH); 128.2 (CH); 127.0 (CH); 124.7 (CH); 124.0 (C); 121.8 (CH); 115.3 (CF3, JCF ~280 Hz). HRMS: calcd for C24H15F6N2O2 [M + H]+: 477.1038; found 477.1041., 4488-22-6

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

Reference£º
Article; Lemmerer, Miran; Abraham, Michael; Brutiu, Bogdan R.; Roller, Alexander; Widhalm, Michael; Molecules; vol. 24; 17; (2019);,
Chiral Catalysts
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.22795-99-9,(S)-(1-Ethylpyrrolidin-2-yl)methanamine,as a common compound, the synthetic route is as follows.

To a mixture of cyanuric chloride (0.368 g, 2 mmol) in CH3CN at about -20¡ã C. was added 3-fluoro-p-anisidine (0.28 g, 2 mmol) in CH3CN followed by the addition of 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 (0.26 mL, 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 eluding with 96:3:1 methylene chloride:methanol:conc. ammonium hydroxide to yield a white solid 141 (0.400 g, 43.7percent), mp 68-69¡ã C.; HPLC: Inertsil ODS-3V C18, 40:30:30 [KH2PO4 (0.01 M, pH 3.2):CH3OH:CH3CN], 264 nm, Rt 8.2 min, 97.1percent purity; MS (ESI): m/z 458 (M+H, 100), 362 (2.8), 230 (85.4)., 22795-99-9

The synthetic route of 22795-99-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Timmer, Richard T.; Alexander, Christopher W.; Pillarisetti, Sivaram; Saxena, Uday; Yeleswarapu, Koteswar Rao; Pal, Manojit; Reddy, Jangalgar Tirupathy; Krishna Reddy, Velagala Venkata Rama Murali; Sridevi, Bhatlapenumarthy Sesha; Kumar, Potlapally Rajender; Reddy, Gaddam Om; US2004/209881; (2004); A1;,
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

It was prepared according to the method reported by Elshaarawy et al. [23] with slight modifications, in brief, at 70C, rac-trans-1,2-diaminocyclohexane (6mL, 50.0mmol) was added dropwise to a solution of l-(+)-tartaric acid (7.5g, 50.0mmol) in distilled water (20mL). Then the reaction temperature was gradually increased until 90C in order to keep the mixture solubilized. The resulting slurry was stirred at the same temperature for a further 2h, and then the isotropic solution was allowed to spontaneously cool down to RT and then kept at 4C overnight. The resulting precipitate was collected by vacuum filtration and washed with 5C distilled water (2¡Á25mL) and then methanol (5¡Á15mL). The crude product, 3, was then recrystallized by dissolving the compound in distilled water at 90C and leaving to cool to RT overnight. The recrystallization process was repeated twice. The purified product was collected by vacuum filtration and dried under reduced pressure. 1H NMR (200MHz, D2O) delta (ppm): 4.64 (d, J=7.1Hz, 2H), 4.15 (td, J=10.8, 3.9Hz, 1H), 3.98 (td, J=10.6, 4.1Hz, 1H), 2.71 (3, 6H), 2.38-2.13 (m, 4H), 1.67-1.89 (m, 4H).

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

Reference£º
Article; Elshaarawy, Reda F.M.; Ali, Reham; Saleh, Sayed M.; Janiak, Christoph; Journal of Molecular Liquids; vol. 241; (2017); p. 308 – 315;,
Chiral Catalysts
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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, 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 diluting the reaction solution by adding 540 g of toluene,The organic solvent layer was washed by adding 290 g of a 10% by mass aqueous sodium hydroxide solution.Subsequently, the washing with water was repeated using 500 g of water until the washed water became neutral. After washing with water, trisodium phosphate dodecahydrate 1. 6 g was added 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′-binaphthalene317 g (yield: 84.5% by mass, purity: 99.6%, D50: 58 mum) of white crystals of the compound were obtained. The phosphorus content in the obtained crystals was 47 mass ppm.

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

Reference£º
Patent; DKS Co Ltd; Saito, Daisuke; Umeda, Kazutoshi; (9 pag.)JP6615397; (2019); B1;,
Chiral Catalysts
Chiral catalysts – SlideShare

[1,1′-Binaphthalene]-2,2′-diol, cas is 602-09-5, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,602-09-5

under nitrogen protection,2.5 g of binaphthol was dissolved in 100 ml of tetrahydrofuran,The solution was cooled to 0 C,Then slowly add 0.88 g of sodium hydride and stir for 15 minutes.Take 1.65 ml of 98% chloromethyl ether slowly,The mixture was warmed to room temperature for 4 hours and quenched with water.Extracted with ethyl acetate, dried over anhydrous sodium sulfate,The column was purified by silica gel column to give 2.3 g of product as a 71% yield.

602-09-5 is used more and more widely, we look forward to future research findings about [1,1′-Binaphthalene]-2,2′-diol

Reference£º
Patent; University of Jinan; LYU, ZHENGLIANG; HUANG, XIMING; FAN, CHUNHUA; (12 pag.)CN104496997; (2016); B;,
Chiral Catalysts
Chiral catalysts – SlideShare

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.141556-45-8,1,3-Dimesityl-1H-imidazol-3-ium chloride,as a common compound, the synthetic route is as follows.

A butterfly for the keto-carbonyl of bridge [2Fe2Se] kind of iron-iron hydrogenase models object 5 preparation method, the chemical formula of the model [( mu-SeCH 2 (CO) CH 2 Se-mu)] Fe 2 (CO) 5 (IMes) (IMes=1,3-b (2, 4, 6-trimethyl phenyl) imidazole-2-carbene), shown in the preparing process is as follows. Specific preparation steps are as follows: 1) in high purity under the protection of nitrogen, with stirring to the drying of the magneton 100 ml reaction flask by adding 455 mg (1.336mmol) 1,3-bis (2, 4, 6-trimethyl phenyl) imidazole hydrochloride and 20 ml tetrahydrofuran, shall be mixed solution; 2) in the above-mentioned mixed solution is added with 1.6Mn-BuLi solution 1 ml, stirring the mixture at room temperature for 20 min, the reaction liquid obtained, the above-mentioned reaction solution is then filtered, and the filtrate by adding in 165 mg (0.334mmol) 1 further reaction to obtain a reaction mixture; 3) the above-mentioned reaction mixture, the solvent is pumped under reduced pressure, the residue is extracted with methylene chloride, the volume ratio of 1:1 mixture of dichloromethane-petroleum ether as a developing agent thin layer chromatographic separation, collection red the main ribbon, obtain a red solid 159 mg, the chemical formula is [( mu-SeCH 2 (CO) CH 2 Se-mu)] Fe 2 (CO) 5 (IMes) (5), the yield is 62%., 141556-45-8

141556-45-8 1,3-Dimesityl-1H-imidazol-3-ium chloride 2734211, achiral-catalyst compound, is more and more widely used in various fields.

Reference£º
Patent; Nankai University; Song, Licheng; Han, Xiaofeng; Song, Fengtao; (7 pag.)CN105294777; (2016); A;,
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

Dissolve 0.486 g (1.86 mmol) of 5-bromo-2,3-dimethoxybenzoic acid in 10 ml of dry toluene, add 0.39 ml of thionyl chloride, and heat for 1 hour under the protection of argon at 60 ¡ã C., evaporate dry,After addition of 10ml of anhydrous DCM, 0.286g of (S) -2-aminomethyl-1-ethylpyrrole was added dropwise to the ice-water bath. After the reaction was stirred at room temperature for 8 hours, it was diluted with 50ml of DCM, washed with saturated aqueous NaHCO3 Washed three times,The organic layer was dried over Na2SO4, filtered and evaporated to give a yellowish oil which was separated on a medium pressure silica gel column with mobile phase petroleum ether: ethyl acetate 2: 1. The product fractions were collected and evaporated to give 1.628 g of a slightly yellow oil 87.5percent.

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

Reference£º
Patent; Beijing Nerve Surgical Department Institute; Liu Qian; Zhang Yazhuo; Yang Xiaoxiao; CN106366075; (2017); A;,
Chiral Catalysts
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Name is (1R,2S)-2-Amino-1,2-diphenylethanol, as a common heterocyclic compound, it belongs to chiral-catalyst compound, and cas is 23190-16-1, its synthesis route is as follows.,23190-16-1

Step 1 : A mixture of (li?,25)-2-amino-1,2-diphenylethanol (4.28 g, 20.0 mmol), K2CO3 (0.28 g 2.03 mmol) and diethyl carbonate (20 mL, 166 mmol) was heated under reflux for 16 h. The resulting mixture was washed with water (10 mL) and extracted with CH2Cl2 (300 mL). The organic phase was dried MgSO4, filtered and concentrated. The residue was recrystallized form toluene to give the desired compound (4S,5i?)-4,5-diphenyloxazolidin-2-one as white solid. Yield 88%, ESI-MS: 240.1 [M+]

With the complex challenges of chemical substances, we look forward to future research findings about (1R,2S)-2-Amino-1,2-diphenylethanol

Reference£º
Patent; ACHAOGEN, INC.; WO2009/55696; (2009); A1;,
Chiral Catalysts
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As a common heterocyclic compound, it belongs to chiral-catalyst compound, name is 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride, and cas is 250285-32-6, its synthesis route is as follows.,250285-32-6

General procedure: A 20 mL vial was charged with the NHC¡¤HCl (300 mg, 1 equiv.) and the zinc salt (1 equiv.). Tetrahydrofuran (5 mL) was added, the vial was sealed with a screw-cap and the reaction was stirred at 60C for two hours. The mixture was allowed to reach room temperature and the solvent was removed under reduced pressure toafford the desired product.

With the complex challenges of chemical substances, we look forward to future research findings about 250285-32-6,belong chiral-catalyst compound

Reference£º
Article; Santoro, Orlando; Nahra, Fady; Cordes, David B.; Slawin, Alexandra M.Z.; Nolan, Steven P.; Cazin, Catherine S.J.; Journal of Molecular Catalysis A: Chemical; vol. 423; (2016); p. 85 – 91;,
Chiral Catalysts
Chiral catalysts – SlideShare

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

[0444] This ligand has been described by Van Stein, G C; Van Loten, G; Vrieze, K, Inorg. Chem 1985, 24 (9), 1367-1375. [0445] 19.36 g of anhydrous magnesium sulphate (161.1 mmoles) and 6.44 ml of rac-trans-1,2-diaminocyclohexane (53.6 mmoles) were successively added to a solution of 10 ml of 2-thienylaldehyde (107.1 mmoles) in 75 ml of absolute ethanol. [0446] The reaction mixture was stirred for 16 hours at ambient temperature (the solution thickened very rapidly), heated for 2 hours under reflux then filtered through a frit. [0447] The isolated solid was washed with dichloromethane. [0448] The total filtrate was concentrated completely under reduced pressure to isolate a brown solid which was re-crystallised from ethanol. [0449] 14.0 g of beige crystals were obtained, corresponding to a yield of 86%. [0450] The characteristics were as follows: [0451] M.Pt: 173-175 C. (EtOH); [0452] 1H NMR/CDCl3: delta 8.27 (s, 2H, H7,14), 7.27 (m, 2H, H, 2), 7.14 (m, 2H, H5,16), 6.96 (m, 2H, H3,4), 3.32 (m, 2H, H8,13), 1.82 (m, 6H, H10,11 and H carried by carbons 9 and 12 located in the position cis (or trans) with respect to the adjacent nitrogen atoms), 1.44 (m, 2H, H carried by carbons 9 and 12 located in the trans (or cis) position with respect to the adjacent nitrogen atoms). [0453] 13C NMR/CDCl3: delta 154.32 (C7 and C14), 142.54 (C6 to C15), 130.09 (C1 and C2), 128.20 (C5 and C16), 127.18 (C3 and C4), 73.38 (C8 and C13), 32.83 (C9 and C12), 24.44 (C10 and C11).

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

Reference£º
Patent; Cellier, Pascal Philippe; Cristau, Henri-Jean; Spindler, Jean-Francis; Taillefer, Marc; US2003/236413; (2003); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare