Day: October 16, 2020

[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 BINAM (100 mg, 0.35 mmol) and pyridine (85 mL, 1.05 mmol) inacetnitrile (3.5 mL) was added p-toluenesulfonylchloride (73 mg, 0.38 mmol), and the mixture was refluxed for 12 h. After cooling to ambient temperature, the reaction was quenched with brine (10 mL) and extracted with EtOAc (15 mL¡Á 3). The combined organic extracts were dried (MgSO4) and concentrated. The residue was purifiedby column chromatography on silica gel using hexane-EtOAc as the eluent, to give A-2; yield: 119 mg (78%).

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; 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

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO85,mainly used in chemical industry, its synthesis route is as follows.,1121-22-8

Paraformaldehyde (0.32 g) was mixed with N,N-dimethylformamide (1.92 g) and heated to 80 C to make a slurry. (¡À)-trans-1,2-Cyclohexanediamine (2) (Aldrich 270016) (0.53 g) was added to the slurry, where upon the mixture turned orange. The mixture was heated for 0.5 h at 80 C, then cooled and left for one week. The mixture was filtered and the crystals washed with ethanol to afford the 1,8,10,17-tetraazapentacyclo[8.8.1.18,17.02,7.011,16]icosane (4) (0.46 g; 71%). The product was recrystalised from a mixture of 1 part petroleum ether, 2 parts hexanes and 1.3 parts ethyl acetate (by volume; total volume 21.5 mL). Insoluble material was removed by filtration and the filtrate left to crystallize to afford off-white prisms (67% recovery), m.p. 210 C.

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

Reference£º
Article; Hendsbee, Arthur; Vaughan, Keith; Journal of Molecular Structure; vol. 1050; (2013); p. 1 – 4;,
Chiral Catalysts
Chiral catalysts – SlideShare

As a common heterocyclic compound, it belongs to chiral-catalyst compound, name is [1,1′-Binaphthalene]-2,2′-diol, and cas is 602-09-5, its synthesis route is as follows.,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,And reacted at 110 C. for 10 hours. As a result of HPLC measurement,0.1% of 1,1′-bi-2-naphthol,89.4% of 2,2′-bis (2-hydroxyethoxy) -1,1′-binaphthalene,The polymer was 6.9%, the others were 1 mol adduct and 3 mol adduct.620 g of toluene was added to this reaction mixture and diluted,270 g of a 9.7 wt% sodium hydroxide aqueous solution was added to the organic solvent phase containing the reaction mixture, and the mixture was stirred at 85 C. for 1 hour, and then the aqueous phase was separated off and removed.As a result of measuring the organic solvent layer by HPLC,It was 96.2% of 2,2′-bis (2-hydroxyethoxy) -1,1′-binaphthalene, and no polymer was detected.Next, this organic solvent layer was washed with water until the washing water became neutral.After refluxing and dehydrating the obtained organic solvent phase, it was cooled to room temperature, filtered and dried to obtain (RS) -2,2′-bis (2-hydroxyethoxy) -1,1′-binaphthalene as white crystals (Yield 83.6%, HPLC purity 99.6%, YI value: 2.9).

With the complex challenges of chemical substances, we look forward to future research findings about 602-09-5,belong chiral-catalyst compound

Reference£º
Patent; TAOKA CHEMICAL COMPANY LIMITED; MATSUURA, TAKASHI; KAWAMURA, MIO; HIRABAYASHI, SHUNICHI; FUJII, KATSUHIRO; (11 pag.)JP6083901; (2017); B2;,
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: C8H14ClNO115,mainly used in chemical industry, its synthesis route is as follows.,7181-87-5

1,3-Dimethylbenzimidazolium iodide (0.24 g, 0.88 mmol)and silver(I) oxide (0.10 g, 0.44 mmol) were added to CH2Cl2(20 mL) and ethanol (20 mL), and the mixture was stirred atroom temperature for 5 h under argon atmosphere in absenceof light. Subsequently, (tht)AuCl (0.28 g, 0.88 mmol) wasadded and the reaction mixture was stirred at room temperaturefor further 9 h. The mixture was filtered throughCelite, and the solvent was removed under reduced pressure. The crude product was purified by silica-gel column chromatography(eluent: acetone). The product was further purifiedby recrystallization from a mixture of CH2Cl2 andhexane to afford Au NHC complex 1 as colorless platecrystals (84%, 0.28 g, 0.74 mmol). M.p.: 293 C. 1H NMR(CDCl3, delta): 7.47 (s, 4H; 4,5,6,7-H in benzimidazole), 4.05 (s,6H; CH3). 13C NMR (CDCl3, delta): 179.0 (2-C in benzimidazole),133.8 (5,6-C in benzimidazole), 124.7 (ring-fusion C),111.3 (4,7-C in benzimidazole), 35.2 (N-CH3). IR (KBr, nu):2943, 2862, 1457, 1387, 746 cm-1. HRMS (FAB) m/z [M+H]+ calcd. for C9H11AuClN2: 379.0276; found, 379.0280.Anal. calcd. for C9H10AuClN2: C, 28.55; H, 2.66; Au, 52.02;N, 7.40; found: C, 28.35; H, 2.54; N, 7.42; ash, 47.0.

With the complex challenges of chemical substances, we look forward to future research findings about 1,3-Dimethyl-1H-benzo[d]imidazol-3-ium iodide,belong chiral-catalyst compound

Reference£º
Article; Sathyanarayana, Arruri; Nakamura, Shin-ya; Hisano, Kyohei; Tsutsumi, Osamu; Srinivas, Katam; Prabusankar, Ganesan; Science China Chemistry; vol. 61; 8; (2018); p. 957 – 965;,
Chiral Catalysts
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D-Phenylalanine, cas is 673-06-3, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,673-06-3

EXAMPLE 89 (2R)-2-Hydroxy-3-phenylpropanoic acid (J. Med. Chem., 23, 666) Following the procedure of Johnson, 1980, D-phenylalanine (16.5 g, 100 mmol) was dissolved in 1N H2 SO4 (150 ml) and cooled to 0 C. A solution of NaNO2 (10.5 g, 150 mmol) in water (50 ml) was added dropwise. The mixture was stirred for 2 h at 0 C. and for 3 h at 25 C. The product was extracted into ether (5*100 ml) and the combined ether extracts were dried over Na2 SO4 and concentrated in vacuo to about 100 ml. Hexane (300 ml) was added and the product which crystallized out was collected by vacuum filtration to afford the title compound as a colorless solid (9 g, 54%); mp=124-125 C.

With the rapid development of chemical substances, we look forward to future research findings about D-Phenylalanine

Reference£º
Patent; Abbott Laboratories; US5164388; (1992); 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: C8H14ClNO410,mainly used in chemical industry, its synthesis route is as follows.,673-06-3

General procedure: A 60 ml of aqueous solution of sodium nitrite (20.7 g, 0.3 mol) was added into a stirred and ice-cooled solution of D-amino acids (9A-C, G, 50 mmol) in 1 M H2SO4 (100 ml, 0.1 mol) over 3 h, and the mixture was stirred for 24 h at room temperature until the completion of the reaction (monitored by ninhydrin). The mixture was adjusted to pH 6 with solid NaHCO3 and then to pH 3 with concentrated HCl followed by freeze-drying. The resulting residue was extracted with hot acetone (4¡Á100 ml), and the extracts were concentrated and dried to offer colorless oil, to which ether (200 ml) was added and filtrated to remove insoluble solids, the filtrate was concentrated and re-crystallized in ether/hexanes mixture to afford 10(A-C, G) as white crystalline, yield 82%-92%.

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; Jia, Chao; Yang, Ke-Wu; Liu, Cheng-Cheng; Feng, Lei; Xiao, Jian-Min; Zhou, Li-Sheng; Zhang, Yi-Lin; Bioorganic and Medicinal Chemistry Letters; vol. 22; 1; (2012); p. 482 – 484;,
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: 2-(7-Aza-1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (HATU; 1.2 equivalents) was added to a solution of the corresponding alpha-methyl carboxylic acid (2) (1 equiv), the appropriate amine (1.5 equiv) and DIEA (2 equiv) in dry acetonitrile (10 mL) at room temperature under argon atmosphere. The reaction mixture was stirred at room temperature overnight. Solvent was evaporated under reduced pressure, and the crude product was purified using a Teledyne Isco Combiflash? Rf purification machine using 0-10percent CHCl3/methanol as eluent to provide the desired amides 3-59 in 68-95percent yields.

22795-99-9 (S)-(1-Ethylpyrrolidin-2-yl)methanamine 643457, achiral-catalyst compound, is more and more widely used in various fields.

Reference£º
Article; Mathew, Bini; Snowden, Timothy S.; Connelly, Michele C.; Guy, R. Kiplin; Reynolds, Robert C.; Bioorganic and Medicinal Chemistry Letters; vol. 28; 12; (2018); p. 2136 – 2142;,
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

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

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