Tag: M.W:200-300

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, a condenser, and a thermometer,180 g (0.629 mol) of (RS) -1,1′-bi-2-naphthol,127 g (1.439 mol) of ethylene carbonate,9.0 g of potassium carbo

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

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
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

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
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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
Chiral catalysts – SlideShare

Name is [1,1′-Binaphthalene]-2,2′-diol, as a common heterocyclic compound, it belongs to chiral-catalyst compound, and cas is 602-09-5, its synthesis 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.

With the complex challenges of chemical substances, we look forward to future research findings about [1,1′-Binaphthalene]-2,2′-diol

Reference£º
Patent; ADEKA CORPORATION; YANAGISAWA, SATOSHI; MIHARA, TAIKI; MIYAKE, JUNYA; (60 pag.)JP2017/149661; (2017); A;,
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

In a 500 mL four-necked flask,Add (¡À)-1,1′-link (2-naphthol) 28.6 g (0.1 mol),50g toluene,4g of N,N-dimethylacetamide,1.9 g of potassium carbonate and ethylene carbonate 22 g (0.25 mol).After 6 hours of reaction at 100oC,The content of (¡À) -2,2′-bis- (2-hydroxyethoxy) -1,1′-binaphthyl was less than 0.1%Stop the reaction.Adding toluene,Water to neutral,Cooling precipitates solids,After vacuum drying for 12 hours,31.8 g of (¡À) -2,2′-bis- (2-hydroxyethoxy) -1,1′-binaphthyl was obtained,The yield is 84.9%.High-performance liquid chromatography (HPLC) analysis of 99.2% purity,Loss on drying at 120 degrees is 0.10%

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; Jiangsu Yong Xing Chemical Co., Ltd.; Xu Weihua; Su Bo; Lu Guoyuan; Zhang Qiang; (6 pag.)CN107176905; (2017); A;,
Chiral Catalysts
Chiral catalysts – SlideShare

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

To a solution of 2 (142 mg, 0.5 mmol) in pyridine (1 mL)/DCM (4 mL) was added mesylchloride (126 mg, 1.1 mmol) and the orange mixture was stirred at r.t. After 24 h, a second portion of mesylchloride was added (126 mg, 1.1 mmol) and stirring was continued. After complete conversion (TLC), the reaction was acidified (HCl, 1 M) and sufficiently extracted with DCM. The organic phase was dried (MgSO4) and the solvent removed under reduced pressure. The crude mixture was purified by MPLC (EtOAc (30?50%)/heptane) to yield 223 mg (quant.) of 3a as a mixture of tautomers; m.p.: 221-222 C. 1H-NMR (C2-symmetric tautomer) delta = 8.10 (d, J = 8.9 Hz, 2H); 8.02 (d, J = 8.9 Hz, 2H); 7.95 (br.d, J = 8.2 Hz, 2H); 7.47 (ddd, J =8.0, 6.8, 1.1 Hz, 2H); 7.31 (ddd, J = 8.4, 6.9, 1.3 Hz, 2H); 6.99 (br.d, J = 8.3 Hz, 2H); 6.02 (br.s, 2H); 2.97 (s, 6H). 13C-NMR delta = 134.4 (C); 132.5 (C); 131.5 (CH); 131.2 (C); 128.7 (CH); 128.2 (CH); 126.1 (CH); 124.5 (CH); 118.5 (C); 118.2 (CH); 41.0 (CH3). HRMS: calcd for C22H20NaN2O4S2 [M + Na]+: 463.0762; found 463.0762.

4488-22-6 is used more and more widely, we look forward to future research findings about [1,1′-Binaphthalene]-2,2′-diamine

Reference£º
Article; Lemmerer, Miran; Abraham, Michael; Brutiu, Bogdan R.; Roller, Alexander; Widhalm, Michael; Molecules; vol. 24; 17; (2019);,
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

Stirrer, condenser, and a glass reactor equipped with a thermometer, (RS) -1,1′- bi -2-naphthol 180g (0.629mol), ethylene carbonate 127g (1.439mol), was charged with potassium carbonate 9.0g and toluene 180g, 10 at 110 It was stirred time. The mother liquor 110 obtained in toluene 200g and Production Example 1 in the reaction productAfter the addition of 0g, the organic solvent layer kept at 80 , and washed with sodium hydroxide aqueous solution. SubsequentlyThe organic solvent layer, wash water was washed with water until neutral. Dee and the resulting organic solvent layerTo obtain a dehydrated crystallization solution under reflux using a Nsutaku equipment, cold in such a way that 30 after 8 hoursTo precipitate a crystal at 39 by retirement. Thus obtained slurry solution of the above-mentioned conditionsIn After filtration, further wash the crystal with toluene 200g,It was separated into the crystal section and the mother liquor . ThisIt took 10 minutes to filtration and washing operation . Also , it was analyzed to collect part of the resulting crystals , sinteredSolvent content of Akirachu is 15 wt % , the shape of the crystals was plate- shaped crystals . It is separated by filtrationThe mother liquor was 1603g. Then , drying the crystals obtained by the filtration operation (RS) -2,2′- Bis ( 2-hydroxyethoxy ) -1,1′- binaphthalene of white crystals 2Was obtained 11g (89.5% yield , HPLC purity 99.7%, YI value : 4 ) . The obtained crystalsThe physical properties as follows [DSC melting endotherm maximum : 107 , powder X-ray diffraction pattern : polymorph C,Crystal shape : plate-like crystal , aspect ratio : 1.3 (absolute value of the width : 70mum), mode diameter and jointThe ratio of the Anne diameter (Dmode / Dmedian): 1.0].

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; Taoka Chemical Co., Ltd.; MATSUURA, TAKASHI; KAWAMURA, MIO; HIRABAYASHI, SHUNICHI; FUJII, KATSUHIRO; (23 pag.)JP2015/187098; (2015); A;,
Chiral Catalysts
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It is a common heterocyclic compound, the chiral-catalyst compound, 1,4,7,10,13-Pentaoxacyclopentadecane, cas is 33100-27-5 its synthesis route is as follows.,33100-27-5

A mixture of 2-(3-methoxymethoxyphenyl)butane-1,2-diol (16.3 g), sodium hydride (8.74 g of a 50percent w/w dispersion in mineral oil) and dimethylformamide (160 ml) was stirred at ambient temperature for 15 minutes. Methyl iodide (41.3 g) and 1,4,7,10,13-pentaoxacyclopentadecane (hereinafter 15-crown-5, 0.5 g) were added and the mixture was stirred at ambient temperature for 15 hours. The mixture was evaporated and the residue was partitioned between methylene chloride and water. The organic layer was separated, washed with water, dried (MgSO4) and evaporated. There was thus obtained 2-methoxy-2-(3-methoxymethoxyphenyl)but-1-yl methyl ether as an oil (16.3 g, 95percent).

With the complex challenges of chemical substances, we look forward to future research findings about 1,4,7,10,13-Pentaoxacyclopentadecane

Reference£º
Patent; Imperial Chemical Industries PLC; ICI Pharma; US5202326; (1993); A;,
Chiral Catalysts
Chiral catalysts – SlideShare