Category: chiral-catalyst

As a common heterocyclic compound, it belongs to chiral-catalyst compound, name is (S)-(1-Ethylpyrrolidin-2-yl)methanamine, and cas is 22795-99-9, its synthesis route is as follows.,22795-99-9

A mixture of 2-fluoro-5-(l-trityl-lH-benzotriazol-5-yl)-benzaldehyde (368 mg, 0.76 mmol), (S)-(+)-l-ethyl-2-aminomethylpyrrolidine (120 mg, 0.83 mmol) and molecular sieves in 10 mL of methanol was stirred at ambient temperature for 3h. The mixture was cooled to – 78¡ãC, and sodium borohydride (72 mg, 1.9 mmol) was added and the mixture was allowed to warm to room temperature and stirred overnight. The volatiles were removed in vacuo and the residue was diluted with dichloromethane and washed with water. The aqueous phase extracted with dichloromethane, and the combined organic phases were washed with brine, dried over magnesium sulfate, filtered and concentrated to leave the crude product. Chromatography (elution with methanol/dichloromethane) gave 255 mg of product.

With the complex challenges of chemical substances, we look forward to future research findings about 22795-99-9,belong chiral-catalyst compound

Reference£º
Patent; AVENTIS PHARMACEUTICALS INC.; WO2006/86705; (2006); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

As a common heterocyclic compound, it belong chiral-catalyst compound,(S)-(1-Ethylpyrrolidin-2-yl)methanamine,22795-99-9,Molecular formula: C7H16N2,mainly used in chemical industry, its synthesis route is as follows.,22795-99-9

Reaction 5:In the glovebox, 500 ?? of the stock solution was transferred to the vial called chamber 2 of our 2-chamber system. Then an injection vial with the 5A MS (750 mg) was installed in the chamber 2 and the system was sealed with a crimp-cap (Aluminium Cap 20mm, silicone/PTFE). Palladium catalysed [nC]carbonylation reactions was then run following the previous described protocol. 307 MBq of crude product was isolated after flushing of the 2-chamber system. Analytical HPLC was run on an aliquot of the crude (Phenomenex Luna 5? C18 100A, 250×4.6 mm 5 micron, 35percent Acetonitrile 65percent NaH2P04 70mM, 2 mL/min). The HPLC chromatogram from the radio-channel showed that the desired[nC]raclopride was 11percent radiochemically pure.

With the synthetic route has been constantly updated, we look forward to future research findings about (S)-(1-Ethylpyrrolidin-2-yl)methanamine,belong chiral-catalyst compound

Reference£º
Patent; AARHUS UNIVERSITET; REGION MIDTJYLLAND; SKRYDSTRUP, Troels; LINDHARDT, Anders Thyboe; G?GSIG, Thomas; TAANING, Rolf Hejle; AUDRAIN, Helene; BENDER, Dirk Andreas; FRIIS, Stig Duering; WO2013/41106; (2013); 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: C8H14ClNO171,mainly used in chemical industry, its synthesis route is as follows.,673-06-3

(a) 10 g of D-phenylalanine was suspended in 180 ml of dioxane/water (2:1), and 20.2 ml of 3 N sodium hydroxide aqueous solution added thereto under ice cooling. Next, 4.5 ml of a solution of 14.5 g of di-tert-butyl dicarbonate in tetrahydrofuran (THF) was added to the reaction mixture and the mixture stirred overnight. After distilling the solvent from the reaction mixture, 5% potassium bisulfate solution was added to the residue to adjust the pH value to 2 to 3. The reaction mixture was extracted three times with ethyl acetate, the ethyl acetate extracts combined, and the combined extract washed with water and a saturated sodium chloride aqueous solution. The ethyl acetate extract was dried over anhydrous magnesium sulfate, and the solvent distilled off under reduced pressure to obtain 17 g of N-tert-butoxycarbonyl-D-phenylalanine as a colorless oil. Rf = 0.56 (chloroform/methanol/acetic acid = 10: 1: 0.1)

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

Reference£º
Patent; BANYU PHARMACEUTICAL CO., LTD.; EP454302; (1991); A2;,
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

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 100 mL eggplant bottle, 1.22 g of benzaldehyde, 30 mL of anhydrous ethanol,(S) -1-ethyl-2-aminomethyltetrahydropyrroline, and the mixture was heated under reflux for 24 hours.Add 0.76 g of sodium borohydride, stir for 3 hours, cool to room temperature, pour into water,The organic phase was extracted with methyl chloride and dried over anhydrous magnesium sulfate to remove the solvent to give a pale yellow viscous liquid.Adding 30 mL of absolute ethanol, 0.6 g of paraformaldehyde,2-trityl-4-di-tert-butylphenol, and the mixture was heated under reflux for 12 hours.The crude product was chromatographed on silica gel to afford L4 (3.96 g, 68.2percent) as a white solid.

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

Reference£º
Patent; East China University of Science and Technology; Ma, HaiYan; Wang, haobing; (35 pag.)CN103787943; (2016); B;,
Chiral Catalysts
Chiral catalysts – SlideShare

As a common heterocyclic compound, it belongs to chiral-catalyst compound, name is trans-Cyclohexane-1,2-diamine, and cas is 1121-22-8, its synthesis route is as follows.,1121-22-8

Reference Example 35 Production of (2RS,4aSR,8aSR)-2-ethyldecahydroquinoxaline Relative confi uration Dichloro(pentamethylcyclopentadienyl)iridium (III) dimer (70 mg, 0.090 mmol) and sodium bicarbonate (73 mg, 0.87 mmol) were added to an aqueous (20 mL) solution of trans-cyclohexane-l,2-diamine (2.00 g, 17.5 mmol) and (¡À)-l,2-butanediol (1.69 mL, 18.4 mmol) with stirring at room temperature. Degassing and argon substitution were repeated 3 times, and the mixture was then stirred for 24 hours under reflux. The reaction mixture was concentrated under reduced pressure. The obtained residue was purified by basic silica gel column chromatography (methylene chloride/methanol) to obtain (2R*,4aS*,8aS*)-2- ethyldecahydroquinoxaline (2.03 g, yield: 69%) in a yellow solid form. 1H-NMR(CDCl3)5ppm : 0.92 (3H, t, J = 7.5 Hz), 1.10-1.60 (7H, m), 1.64-1.83 (5H, m), 2.16- 2.31 (2H, m), 2.44 (IH, dd, J = 11.5, 10.4 Hz), 2.58-2.67 (1H, m), 3.02 (1H, dd, J = 11.5, 2.7 Hz).

With the complex challenges of chemical substances, we look forward to future research findings about 1121-22-8,belong chiral-catalyst compound

Reference£º
Patent; OTSUKA PHARMACEUTICAL CO., LTD.; SHINOHARA, Tomoichi; SASAKI, Hirofumi; TAI, Kuninori; ITO, Nobuaki; WO2013/137479; (2013); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

As a common heterocyclic compound, it belong chiral-catalyst compound,D-Phenylalanine,673-06-3,Molecular formula: C9H11NO2,mainly used in chemical industry, its synthesis route is as follows.,673-06-3

General procedure: Both L- and D-alpha-bromo-phenylalanine were synthesized using 1.6 eq sodium nitrite in a 48% HBr/H 2 O solution as described by Baidola et. al 9 . L-alpha-bromo-tryptophan and DL-1-alpha-bromo-naphthylalanine were both synthesized with 1.9 eq sodium nitrite and 3.7 eq KBr in 4.4 eq 0.75M HBr as defined by Souers et. al 1 . Additional information regarding synthesis is given below.

With the synthetic route has been constantly updated, we look forward to future research findings about D-Phenylalanine,belong chiral-catalyst compound

Reference£º
Article; Samuels, Eric R.; Sevrioukova, Irina F.; Tetrahedron Letters; vol. 59; 12; (2018); p. 1140 – 1142;,
Chiral Catalysts
Chiral catalysts – SlideShare

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1121-22-8,trans-Cyclohexane-1,2-diamine,as a common compound, the synthetic route is as follows.

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.

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

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
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

Name is (S)-Azetidine-2-carboxylic acid, as a common heterocyclic compound, it belongs to chiral-catalyst compound, and cas is 2133-34-8, its synthesis route is as follows.,2133-34-8

EXAMPLE 4 Dioxane (3 mL) was added to (S)-4-phthalimido-2-hydroxybutyric acid (1.0 g) in a nitrogen atmosphere. Thionyl chloride (2.5 g) was added to the mixture with stirring, and the mixture was stirred at 40C for one hour. Pyridine (0.06 g) was then added to the mixture and further stirred at 40C for 15 hours to produce a solution of dioxane and (R)-4-phthalimido-2-chlorobutyryl chloride. The solution was placed in an ice bath and then water (5 mL) was added with stirring. The solution was extracted with ethyl acetate at room temperature. The resultant organic solution was washed with a brine solution and was dried with mirabilite. The resultant solution containing ethyl acetate was concentrated under reduced pressure to recover (R)-4-phthalimido-2-chlorobutyric acid. Methanol (9 mL) was added to the compound. To the mixture 80% hydrazine hydrate (0.5 g) was added with stirring, and the mixture was stirred at 40C overnight. Water (6 mL) was then added to the solution with stirring and 47% sulfuric acid (3 mL) was added to the solution. The mixture was stirred at room temperature for three hours and the precipitate was filtered. The filtrate was concentrated under reduced pressure to produce an aqueous solution of (R)-4-amino-2-chlorobutyric acid. The solution was then placed in an ice bath and an aqueous sodium hydroxide solution (400 g/L) was added to the solution in order to adjust the pH of the solution to 2.0. Water was added to the solution to obtain about 30 g of solution. The resultant solution was heated to about 80C with stirring. Magnesium hydroxide (0.20 g) was added to the solution and the solution was stirred for 10 hours to produce an aqueous solution of (S)-azetidine-2-carboxylic acid. The solution was spontaneously cooled to room temperature. Sodium carbonate (0.43 g) and DIBOC (0.90 g) were added with stirring and the mixture was further stirred overnight. Hydrochloric acid (6N) was added to the solution in order to adjust the pH of the solution to 2.0. The resultant mixture was extracted with ethyl acetate three times. The resultant organic solution was washed with a saturated brine solution and dried with sodium sulfate. The solvent in the mixture was then removed to recover (S)-N-(tert-butoxycarbonyl)azetidine-2-carboxylic acid (0.32 g) (yield 41%, optical purity 87.1 %e.e.).

With the complex challenges of chemical substances, we look forward to future research findings about (S)-Azetidine-2-carboxylic acid

Reference£º
Patent; KANEKA CORPORATION; EP1415985; (2004); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare