Chiral catalyst

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.673-06-3,D-Phenylalanine,as a common compound, the synthetic route is as follows.

673-06-3, General procedure: D-amino acid (10 mmol) was dissolved in 60 mL of dry methanol. Under an argon atmospherepotassium carbonate (40 mmol) and CuSO4 ¡Á 5H2O (0.1 mmol) were added and the mixture wasstirred for 15 min. 1H-imidazole-1-sulfonyl azide hydrochloride (12 mmol) was added over a periodof 30 min and the resulting mixture was stirred for 17 h at ambient temperature and under an argonatmosphere. Methanol was removed under reduced pressure and 50 mL of water was added to thecrude product. The pH was adjusted to 3 with 1 M HCl and extracted with ethyl acetate (3 ¡Á 40 mL).The organic phase was washed with brine (1 ¡Á 30 mL), dried with Na2SO4 and evaporated underreduced pressure, and the resulting oil residue was purified by flash column chromatography (SiO2)eluting with dichloromethane and methanol with 1% of acetic acid

As the paragraph descriping shows that 673-06-3 is playing an increasingly important role.

Reference£º
Article; ?ula, Ale?; B?dziak, Izabela; Kikelj, Danijel; Ila?, Janez; Marine Drugs; vol. 16; 11; (2018);,
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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, 150.0 g (523.88 mmol) of 1 ,1 ‘-bi-2-naphthol (compound II), 138.37 g (1571 .3 mmol) of ethylene carbonate (3 equiv.) and 21 .75 g (157.13 mmol) of potassium carbonate (30 mol-%) in 1 L toluene were heated under reflux for at least 5 to 6 hours, by maintaining argon atmosphere. During the reaction gas evolves. The reaction is monitored by TLC using TBME as solvent. When TLC indicates complete reaction the slightly yellow reaction mixture is cooled to 70C and mixed with 100 g of water (Caution: CO2 gas evolution) The reaction mixture is then stirred for further 10-15 min at 70C to dissolve potassium carbonate. The stirrer is stopped and phases are separated at about 70C. The organic phase is washed with 100 g of 5% w/w aqueous solution of NaOH at 80- 90C for at least 1 h (Caution: CO2 gas evolution), followed by washing with water (each 100 mL) at 70C, until the pH of the washing water is neutral (pH 7). 15 g of charcoal is optionally added to the organic phase and the mixture is stirred at 70C for 30 min. Then the warm solution is filtered through Celite. The clear and slightly yellowish filtrate is cooled to RT and product crystallizes in the form of thin platelets. The solid is filtered off, washed with toluene and dried. 142-170 g (72.4-86.7 %) of the title compound are obtained as a white, dry solid.

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

Reference£º
Patent; REUTER CHEMISCHE APPARATEBAU KG; REUTER, Karl; ANDRUSHKO, Vasyl; KANTOR, Mark; STOLZ, Florian; KATO, Noriyuki; KONDO, Mitsuteru; SHIRATAKE, Munenori; ISHIHARA, Kentarou; IKEDA, Shinnya; SUZUKI, Shouko; HIROSE, Kouji; OSHIMA, Kensuke; NAGAYAMA, Shyouya; (45 pag.)WO2019/43060; (2019); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.673-06-3,D-Phenylalanine,as a common compound, the synthetic route is as follows.

673-06-3, Preparation of R-2-bromo-3-phenylpropionic Acid 46.0 ml water was supplied to a 1-litre double-walled glass reactor connected to a coolant. 275.5 g HBr 48% was added. Jacket cooling and stirring were started. Subsequently 67.7 gram KOH 45% was slowly added. The reaction mixture was cooled to 30-40 C. 45.0 g D-phenylalanine was added to the reaction mixture. Subsequently 213 ml toluene was added to the reaction mixture. The reaction mixture was cooled to 3 C. 95.9 g 30% NaNO2 solution in water was metered into the reaction mixture in 6 hours. The temperature was kept at 5 C. After the reaction stirring was continued for 3 hours at 3 C. The reaction mixture was heated to 20 C. Stirring was stopped and the aqueous phase was separated off. Then the toluene phase was additionally extracted two times with 95 ml water. The reaction mixture was heated to 70 C. and with the aid of a vacuum pump it was brought under a 100 mbar vacuum. Using a Dean-Stark setup the water was distilled off until the toluene phase was water-free. Yield: 84.0% R-2-bromo-3-phenylpropionic acid in the toluene solution, relative to D-phenylalanine.

The synthetic route of 673-06-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Lommen, Franciscus Alphons Marie; Koller, Helmut; Scherubl, Herbert; US2003/120102; (2003); A1;,
Chiral Catalysts
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Name is 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride, as a common heterocyclic compound, it belongs to chiral-catalyst compound, and cas is 250285-32-6, its synthesis route is as follows.,250285-32-6

Finely powdered PdCl2 (177 mg, 1.00 mmol) was suspended in CH3CN (5 mL), and N- benzyldimethylamine (160 muL, 143 mg, 1.05 mmol) were added. The solution was heated to 8O0C with stirring a until clear, orange solution was formed (approx. 20 min). Finely powdered K2CO3 (691 mg, 5.00 mmol) was added and the stirring was continued until palladacycle formation was complete, as indicated by the formation of a canary yellow solution (5-10 min) . IPr-HCl (467 mg, 1.10 mmol) was added and the mixture was stirred at 8O0C over 18h. The reaction mixture was filtered and evaporated. The resulting product was purified by column chromatography. Upon application of the product to a pad of silica gel (2.5 x 8 cm) pre-equilibrated with CH2Cl2, CH2Cl2 (100 mL) was used to elute impurities. The pure NHC-palladacycles were eluted with CH2Cl2-ethylacetate (3:1, vol/vol, 150 mL), and the solvents were evaporated. The products were triturated with hexanes (25 mL). After drying in high vacuum, IPr- Pd(dmba)Cl (543 mg, 82%) was obtained as beige solid. 1H NMR (CDCl3, 400 MHz) delta: 7.40 (t, J= 7.6 Hz, 2H), 7.30 (d, J= 7.6 Hz, 2H); 7.21 (s, 2H), 6.82-6.70 (m, 3H), 6.53 (d, J = 7.6 Hz, IH), 3.46 (s, 2H), 3.37 (m, 2H), 3.15 (m, 2H)5 2.39 (s, 6H)5 1.49 (d, J= 6.8 Hz, 6H), 1.18 (d, J= 6.8 Hz, 6H), 1.02 (d, J= 6.8 Hz, 6H), 0.81 (d, J= 6.4 Hz, 6H). 13C NMR (CDCl3, 100 MHz) delta: 177.5, 150.5, 147.8, 147.8, 144.7, 136.2, 136.1, 129.7, 125.4, 124.6, 124.0, 123.8, 122.6, 121.5, 72.6, 49.8, 29.0, 28.3, 26.4, 26.2, 23.2, 23.2. Anal, calcd for C36H48ClN3Pd (665.67): C, 65.05; H, 7.28; N, 6.32. Found: C, 65.14; H, 7.41; N, 6.53.

With the complex challenges of chemical substances, we look forward to future research findings about 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride

Reference£º
Patent; AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH; WO2008/156451; (2008); A1;,
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.673-06-3,D-Phenylalanine,as a common compound, the synthetic route is as follows.

To a dry flask were added (R) -phenylalanine (4.2 g, 25 mmol) , water (30 mL) , 1, 4-dioxane (30 mL) and sodium bicarbonate (5.1 g, 61 mmol) in turn, After stirring for 10 min, (Boc) 2O (10.1 g, 45.8 mmol) was added. The resulting mixture was stirred at rt for 24 hours. After the reaction was completed, the mixture was concentrated in vacuo to remove the solvent. The residue was diluted with water (20 mL) and EtOAc (100 mL) , and adjusted with HCl (1 M) to pH 6-7. The resulting mixture was stood to separate into layers, the organic layer was washed with saturated aqueous NaCl and dried over anhydrous sodium sulfate, filtered. The filtrate was concentrated in vacuo to remove the solvent to get the title compound as a colorless oil (6.0g, 91%) . MS (ESI, pos. ion) m/z: 288.2 [M+Na] +., 673-06-3

The synthetic route of 673-06-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SUNSHINE LAKE PHARMA CO., LTD.; LIU, Xinchang; REN, Qingyun; YAN, Guanghua; GOLDMANN, Siegfried; ZHANG, Yingjun; (253 pag.)WO2019/76310; (2019); A1;,
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.

Racemic 1,1?-binaphthalenyl-2,2?-diamine (2.84 g, 10 mmol) was dissolved in freshly distilled No.7 acetonitrile (60 mL), then No.8 potassium carbonate (13.82 g, 100 mmol) and No.9 potassium iodide (1.33 g, 8.0 mmol) were added. The reaction mixture was heated to reflux under nitrogen atmosphere. Then No.10 ethyl bromoacetate (8.35 g, 50 mmol) was added dropwise and the reaction mixture was refluxed for 72 h. The mixture was then cooled, diluted with water (200 mL) and extracted with ethyl acetate (3 ¡Á 60 mL). The combined organic layer was washed with water (60 mL), dried with MgSO4, and then filtered and evaporated under reduced pressure to remove the solvent. The residue was purified by flash chromatography on silica using No.11 ethyl acetate-petroleum ether (v/v 1:6) as eluent to give light yellow No.12 solid. (yield 54%): 1H NMR (500 MHz, DMSO-d6): 7.86-7.90 (m, 4H), 6.90-7.34 (m, 8H), 3.68-3.85 (m, 16H), 1.02 (t, 12H, J = 7.1 Hz). (0006) A mixture of above resulted solid product (3.15 g, 5 mmol), ethanol (50 mL) and 2 M aqueous solution of NaOH (8 mL) was refluxed under nitrogen atmosphere for 24 h. The solution was then evaporated to remove most solvent, and then cooled in ice-water, 3 M hydrochloric acid was added until pH 3-4. The crude product was extracted with ethyl acetate (2 ¡Á 60 mL). The organic layers were combined and washed with brine (80 mL), dried with Na2SO4, and filtered. The solvent was then removed under reduced pressure. The residue was purified by flash chromatography on silica using ethyl acetate as eluent, from which a yellowish solid of H4L ligand was collected in 76% yield. Mp: 172-173 C; 1H NMR (500 MHz, DMSO-d6) 7.91 (d, 2H, J = 9.0 Hz), 7.86 (d, 2H, J = 8.0 Hz), 7.42 (d, 2H, J = 8.0 Hz), 7.31 (t, 2H, J = 8.0 Hz); 7.19 (t, 2H, J = 8.0 Hz); 6.88 (d, 2H, J = 8.6 Hz); 3.66 (s, 8H); 13C NMR (125.77 MHz, DMSO-d6):172.67, 147.89, 134.27, 130.18, 128.89, 128.38, 126.85, 125.10, 124.47, 124.16, 123.24, 53.13; IR (KBr, cm-1), 3418 (w), 3056 (w), 2929 (m), 1719 (s), 1619 (m), 1594 (m), 1507 (s), 1407 (w), 1375 (w), 1211 (s), 969 (s), 816 (s), 750 (s); Anal. Calc. for C28H24N2O8: C, 65.11; H, 4.68; N, 5.42. Found: C, 65.29; H, 4.53; N, 5.36%., 4488-22-6

Big data shows that 4488-22-6 is playing an increasingly important role.

Reference£º
Article; Huang, Wan-Yun; Chen, Zi-Lu; Zou, Hua-Hong; Liu, Dong-Cheng; Liang, Fu-Pei; Polyhedron; vol. 50; 1; (2013); p. 1 – 9;,
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(S)-(1-Ethylpyrrolidin-2-yl)methanamine, cas is 22795-99-9, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,22795-99-9

To a mixture of cyanuric chloride (0.368 g, 2 mmol) in CH3CN at about -20¡ã C. was added N-phenyl glycinonitrile (0.264 g, 2 mmol) in CH3CN followed by the addition of 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, cycloheptylamine (0.25 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 pressure. The crude material was purified by column chromatography eluding with 96:3:1 methylene chloride:methanol:conc. ammonium hydroxide to yield 143, (0.300 g, 33percent) mp 53-55¡ã C.; HPLC: Inertsil ODS-3V C18, 40:30:30 [KH2PO4 (0.01 M, pH 3.2):CH3OH:CH3CN], 264 nm, Rt 6.9 min, 94.1percent purity; MS (ESI): m/z 449 (M+H, 100), 381 (1.2), 353 (16.2), 226 (19.9), 225 (54.3), 212 (20.5), 177 (18.3), 164 (9.6).

22795-99-9 is used more and more widely, we look forward to future research findings about (S)-(1-Ethylpyrrolidin-2-yl)methanamine

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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22795-99-9, (S)-(1-Ethylpyrrolidin-2-yl)methanamine is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

22795-99-9, General procedure: O-(Benzotriazol-1-yl)-N,N,N?,N?-tetramethyluronium hexafluoro phosphate, (HBTU) (1.2 equivalents) was added to a solution of sulindac (1 equivalent), the appropriate amine (1.5 equivalents) and Et3N (2 equivalents) in dry acetonitrile (10 mL) at room temperature under argon atmosphere. Reaction mixture was stirred at room temperature for 1-2 h. Solvent was removed under reduced pressure and the crude product was purified by flash column chromatography (60-200 mesh) to afford amide in excellent yield.

As the paragraph descriping shows that 22795-99-9 is playing an increasingly important role.

Reference£º
Article; Mathew, Bini; Hobrath, Judith V.; Connelly, Michele C.; Kiplin Guy; Reynolds, Robert C.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 20; (2017); p. 4614 – 4621;,
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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

General procedure: To a solution of the corresponding sulfonyl chloride (26.0 mmol)in 26 mL of dichloromethane at 0 C, was added rapidly propane-1,3-diamine or (rac)-cyclohexane-1,2-diamine (10 eq., 3 M). Themixturewas allowed to reach roomtemperature andwas stirred during10 h. The crude mixture was filtered and the obtained oil was concentratedunder reduced pressure. Then, 10 mL of ice-water were addedto the concentrated mixture and a solid appeared which was filtrated and washed with cool water and dried under vacuum for 12 h.

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

Reference£º
Article; Del Solar, Virginia; Quinones-Lombrana, Adolfo; Cabrera, Silvia; Padron, Jose M.; Rios-Luci, Carla; Alvarez-Valdes, Amparo; Navarro-Ranninger, Carmen; Aleman, Jose; Journal of Inorganic Biochemistry; vol. 127; (2013); p. 128 – 140;,
Chiral Catalysts
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(R)-2′-amino-[1,1′-binaphthalen]-2-ol, cas is 137848-28-3, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,137848-28-3

General procedure: Modified method [69]. Salicylaldehyde (1.22 g, 10.0 mmol) was mixed with (R)-2-amino-2′-hydroxy-1,1′-binaphthyl (2.85 g,10.0 mmol) in dry toluene (50 mL). A few 4 A molecular sieves were added, and the solution was warmed up to 70 C and kept for two days at this temperature. The solution was filtered, and the filtrate was concentrated to 10 mL. Yellow microcrystals 1H2 were isolated when this solution was kept at -20 C for two days. Yield: 3.31 g (85%). M.p.: 120-122 C. 1H NMR (C6D6): d 12.45 (s, 1H, OH), 8.23 (s, 1H, CHN), 7.83 (m, 2H, aryl), 7.74 (m, 2H,aryl), 7.57 (d, J = 8.4 Hz, 1H, aryl), 7.36 (m, 1H, aryl), 7.28 (m, 2H, aryl), 7.17 (m, 2H, aryl), 7.11 (m, 2H, aryl), 6.96-6.83 (m,3H, aryl), 6.62 (t, J = 7.2 Hz, 1H, aryl), 4.73 (s, 1H OH). These spectroscopicdata were in agreement with those reported in the literature [69].

With the rapid development of chemical substances, we look forward to future research findings about (R)-2′-amino-[1,1′-binaphthalen]-2-ol

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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