Tag: M.W:200-300

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
Chiral catalysts – SlideShare

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
Chiral catalysts – SlideShare

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
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
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
Chiral catalysts – SlideShare

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

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

The mixture of BINAM (227.2 mg, 0.8 mmol), BoC-D-proline (222.9 mg, 0.73 mmol), EDCI (95.8 mg, 1.45 mmol) and HOBt (196 mg, 1.45 mmol) in DCM (20 mL) was tirred at room temperature for 5 h. The mixture was washed by water (25 mL ¡Á 3), dried (MgSO4) and concentrated. The residue was purified by column chromatography on silica gel using PE-EtOAc as the eluent, to give tert-butyl2-((2′-amino-[1,1′-binaphthalen]-2-yl)carbamoyl)pyrrolidine-1-carboxylate; yield: 202 mg (54%). Then 1.5 ml TFA and 1.5 ml Et3SiH were added to the prepared tert-butyl2-((2′-amino-[1,1′-binaphthalen]-2-yl)carbamoyl)pyrrolidine-1-carboxylate in DCM (2.0 mL) , after stirred for 2 h the residue was added NaOH to adjust pH>7 AND extracted by DCM, then the residue was concentrated and purified by column chromatography on silica gel using PE-EtOAc as the eluent, to give A-4; yield: 121 mg (73%);

With the complex challenges of chemical substances, we look forward to future research findings about 4488-22-6,belong chiral-catalyst compound

Reference£º
Article; Zhang, Yu; Mao, Mao; Ji, Yi-Gang; Zhu, Jie; Wu, Lei; Tetrahedron Letters; vol. 57; 3; (2016); p. 329 – 332;,
Chiral Catalysts
Chiral catalysts – SlideShare

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

General procedure: In a typical experiment Pd(OAc)2 (5.6 mg, 0.025 mmol), triphenylphosphine (13.2 mg, 0.05 mmol), 17-iodo-5alpha-androsta-16-ene 1 (0.5 mmol), 2,2′-diamino-1,1′-binaphthalene 2 (varied from 1.0 mmol to 0.125 mmol) and triethylamine (0.5 mL) were dissolved in DMF (10 mL) under argon in a 100 mL three-necked flask equipped with a gas inlet, reflux condenser with a balloon (filled with argon) at the top. The atmosphere was changed to carbon monoxide. The reaction was conducted for the given reaction time upon stirring at 50 C and analysed by TLC. The mixture was then concentrated and evaporated to dryness. The residue was dissolved in chloroform (20 mL) and washed with water (3 20 mL), 5% hydrochloric acid (20 mL), saturated NaHCO3 (20 mL) and brine (20 mL). The organic phase was dried over Na2SO4, filtered and evaporated to give a solid material. All compounds were subjected to column chromatography (Silicagel 60 (Merck), 0.063-0.200 mm), EtOAc/CHCl3 or hexane/CHCl3 (the exact ratios are specified in Section 4.4 for each compound). 4.3. Characterisation of the products (Fig. 3) (Sax)-3: Yield: 410 mg (72%). Off-white yellow solid, mp 137-142 C; [Found: C, 84.55; H, 7.65; N, 4.70; C40H44N2O requires C,84.46; H, 7.80; N, 4.93]; Rf (5% EtOAc/CHCl3) 0.68. 1H NMR (CDCl3) delta: 8.94 (1H, d, 9.0 Hz, H-30), 8.03 (1H, d, 9.0 Hz, H-40), 7.94 (1H, d,8.2 Hz, H-50), 7.87 (1H, d, 8.5 Hz, H-300), 7.82 (1H, d, 7.5 Hz, H-400), 7.43 (1H, dt, 6.3 Hz, 1.6 Hz, H-60), 7.35 (1H, s, NH), 7.31 (1H, dt,8.5 Hz, 0.8 Hz, H-70), 7.29-7.26 (2H, m, H-600 , H-600), 7.23 (1H, dt,6.8 Hz, 1.1 Hz, H-700), 7.16 (1H, d, 8.7 Hz, H-80), 6.96 (1H, d, 8.2 Hz,H-800), 6.21 (1H, dd, 2.9 Hz, 1.5 Hz, H-16), 3.69 (2H, s, NH2), 2.05 (1H, ddd, 16.7 Hz, 6.5 Hz, 3.4 Hz, 15-CHaHb), 1.78 (1H, ddd,16.7 Hz, 11.9 Hz, 1.4 Hz, 15-CHaHb), 1.07-0.54 (23H, m, skeleton protons), 0.78 (3H, s, 19-CH3), 0.62 (3H, s, 18-CH3). 13C NMR (CDCl3) delta: 163.6, 150.4, 143.0, 140.0, 135.7, 133.8, 132.5. 131.1, 130.3, 129.3, 128.3, 128.2, 128.1, 127.5, 126.8, 125.3, 124.9, 123.6, 122.8, 120.4, 119.7, 118.1, 110.5, 56.8, 54.7, 47.2, 45.3, 38.4, 36.3, 34.2, 33.7, 31.8, 31.4, 29.0, 28.8, 26.8, 22.2, 20.5, 16.0, 12.1. IR (KBr, m(cm1)): 3440 (amide-NH), 3398 (NH2), 1665 (CON), 1620 (CC). MS m/z (rel int.): 569.4 (100, (M+H)+), 381 (9), MS/MS m/z (relint.): 551.4 (29), 285.2 (100). [alpha]D20 = 37.1 (c 1.34, CHCl3). (Rax)-3: Yield: 114 mg (20%). Off-white solid substance; [Found:C, 84.30; H, 7.66; N, 4.77; C40H44N2O requires C, 84.46; H, 7.80; N,4.93]; Rf (5% EtOAc/CHCl3) 0.72. 1H NMR (CDCl3) delta: 8.95 (1H, d,9.0 Hz, H-30), 8.03 (1H, d, 9.0 Hz, H-40), 7.93 (1H, d, 7.9 Hz, H-50), 7.87 (1H, d, 8.9 Hz, H-300), 7.82 (1H, d, 7.8 Hz, H-400), 7.43 (1H, dt,6.4 Hz, 1.2 Hz, H-60), 7.36 (1H, s, NH), 7.31 (1H, dt, 8.6 Hz, 0.8 Hz,H-70), 7.29-7.26 (2H, m, H-6”, H”), 7.23 (1H, dt, 6.9 Hz, 1.5 Hz,H-7”), 7.16 (1H, d, 8.5 Hz, H-8′), 6.96 (1H, d, 8.4 Hz, H-8”), 6.21 (1H, dd, 3.1 Hz, 1.5 Hz, H-16), 3.69 (2H, s, NH2), 2.05 (1H, ddd, 16.3 Hz, 6.4 Hz, 3.4 Hz, 15-CHaHb), 1.78 (1H, ddd, 16.6 Hz,11.7 Hz, 2.0 Hz, 15-CHaHb), 1.07-0.53 (23H, m, skeleton protons), 0.77 (3H, s, 19-CH3), 0.31 (3H, s, 18-CH3). 13C NMR (CDCl3) delta: 163.5, 150.4, 143.1, 140.2, 135.7, 133.8, 132.4, 131.1, 130.3, 129.3, 128.4, 128.3, 128.2, 127.5, 126.8, 125.3, 124.9, 123.6,122.8, 120.4, 119.7, 118.0, 110.6, 56.8, 54.8, 47.2, 45.2, 38.4, 36.3, 34.2, 33.7, 31.7, 31.4, 29.0, 28.8, 26.8, 22.2, 20.5, 15.5, 12.1. IR(KBr, m (cm1)): 3441 (amide-NH), 3396 (NH2), 1665 (CON), 1620 (CC). MS m/z (rel int.): 569.4 (100, (M+H)+), 381 (9), MS/MS m/z (rel int.): 551.4 (29), 285.2 (100). [alpha]D20 = +191.5 (c 0.914, CHCl3). (Sax)-4: Yield: 102 mg (12%). Beige solid substance; [Found: C,84.31; H, 8.35; N, 3.12; C60H72N2O2 requires C, 84.45; H, 8.51; N,3.28]; Rf (10% hexane/CHCl3) 0.69. 1H NMR (CDCl3) alpha: 8.94 (2H, d,9.2 Hz, H-3′), 8.08 (2H, d, 9.2 Hz, H-4′), 7.95 (2H, d, 8.2 Hz, H-5′),7.46 (2H, dt, 7.2 Hz, 0.9 Hz, H-6′), 7.35 (2H, dt, 7.2 Hz, 0.9 Hz, H-7′), 7.1 (2H, d, 9.3 Hz, H-8′), 7.13 (2H, s, NH), 6.05 (2H, dd, 3.1 Hz, 1.5 Hz, H-16), 2.02 (2H, ddd, 16.8 Hz, 6.4 Hz, 3.1 Hz, 15-CHaHb), 1.88 (2H, dd, 9.9 Hz, 3.1 Hz, 14-CH), 1.75 (2H, ddd, 16.8 Hz,11.7 Hz, 1.5 Hz, 15-CHaHb), 1.69-0.54 (44H, m, skeleton protons), 0.77 (6H, s, 19-CH3), 0.57 (6H, s, 18-CH3). 13C NMR (CDCl3) alpha: 163.6, 150.2, 140.0, 136.0, 135.2, 132.4, 131.3, 130.0, 128.2,127.5, 125.3, 124.9, 120.5, 118.1, 56.6, 54.8, 47.2, 45.4, 38.4, 36.3, 34.2, 33.6, 31.7, 31.4, 29.0, 28.8, 26.8, 22.1, 20.5, 16.1, 12.1. IR (KBr, m (cm1)): 3408 (amide-NH), 1677 (CON), 1621 (CC). MS m/z (rel int.): 853.6 ((M+H)+); 875.6 ((M+Na)+), 891.5 ((M+K)+). [alpha]D20 = +12.0 (c 0.418, CHCl3). (Rax)-4: Yield: 85 mg (10%). Beige solid substance; [Found: C,84.28; H, 8.30; N, 3.06; C60H72N2O2 requires C, 84.45; H, 8.51; N,3.28]; Rf (10% hexane/CHCl3) 0.74. 1H NMR (CDCl3) alpha: 8.95 (2H, d,9.0 Hz, H-3′), 8.08 (2H, d, 9.0 Hz, H-4′), 7.96 (2H, d, 7.8 Hz, H-5′), 7.46 (2H, dt, 7.8 Hz, 0.9 Hz, H-6’…

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

Reference£º
Article; Mikle, Gbor; Boros, Borbla; Kollr, Lszl; Tetrahedron Asymmetry; vol. 25; 23; (2014); p. 1527 – 1531;,
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

5.73 g (20 mmol) of (1,1?-binaphthalene)-2,2?-diol and 4.10 g (20 mmol) of p-TsOH were dissolved in 150 mL of toluene, and then stirred at about 100 C. for about 12 hours. The resulting product was cooled down to room temperature, and an aqueous potassium carbonate solution was added thereto, followed by extraction three times with 60 mL of ethyl acetate. An organic layer was collected from the resulting product and dried using magnesium sulfate. After evaporating the solvent from the resulting product, the residue was separated and purified using silica gel column chromatography to obtain 3.76 g (Yield: 70%) of Intermediate I-1. This compound was identified using liquid chromatography-mass spectrometry (LC-MS). (0315) C20H12O: M+1 268.3

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

Reference£º
Patent; SAMSUNG DISPLAY CO., LTD.; Park, Junha; Kim, Youngkook; Sim, Munki; Lee, Eunyoung; Jeong, Eunjae; Hwang, Seokhwan; Kim, Donghyun; (122 pag.)US2016/285011; (2016); A1;,
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, 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 carbonate and 180 g of toluene were charged and stirred at 110 C. for 10 hours. After 1300 g of toluene was added to the reaction product, the organic layer was washed with an aqueous solution of sodium hydroxide while maintaining the temperature at 80 C. Next, this organic layer was washed with water until the washing water became neutral. The obtained organic layer was dehydrated under reflux using a Dean Stark apparatus to obtain a toluene solution in which (RS) -2,2′-bis (2-hydroxyethoxy) -1,1′-binaphthalene was dissolved. Thereafter, when the solution was cooled, crystals precipitated at 63 C. all at once, making it difficult to stir, 1200 g of toluene was added to make it into a slurry state containing crystals and allowed to stir, and then cooled further to 30 C. This was filtered and the crystals were further washed with 200 g of toluene, and the obtained crystals were dried to obtain 198 g of pale yellow crystals of (RS) -2,2′-bis (2-hydroxyethoxy) -1,1′-binaphthalene The yield was 84.1%, the HPLC purity was 99.1%, the total content of organic substances having a boiling point of 250 C. or lower at 101.3 kPa: 0.1%). Differential scanning calorimetry and powder X-ray diffraction measurement were performed on the obtained crystals. The differential scanning calorimetry chart and the powder X-ray diffraction pattern of the obtained crystal are shown in FIGS. 1 and 2, respectively

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; TAOKA CHEMICAL COMPANY LIMITED; MATSUURA, TAKASHI; HIRABAYASHI, SHUNICHI; (8 pag.)JP2016/204293; (2016); A;,
Chiral Catalysts
Chiral catalysts – SlideShare