Day: November 24, 2020

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

General procedure: L-Phenylalanine (1.5 g, 9.08 mmol, 1eq.) was suspended in 30 mL of NaOH (0.39 g, 9.98 mmol, 1.1 eq.) solution and the reaction mixture was diluted with tert-butanol. To this, di-tert-butyl pyrocarbonate (2.63 mL, 10.89 mmol, 1.2 eq) was added drop-wise with constant stirring. Reaction mixture was stirred at room temperature for overnight. Next day the reaction mixture was extracted with pentane and the organic phase is extracted with saturated NaHCO3 solution (315 mL). The combined aqueous layer was acidified to pH 2 with 1N HCl solution. The acidified layer was extracted with ethyl acetate (3×25 mL) and washed with brine solution (2×15 mL). The organic layer was dried over anhydrous sodium sulphate and concentrated to give the product (2.1 g, 87.5 % yield)

673-06-3 is used more and more widely, we look forward to future research findings about D-Phenylalanine

Reference£º
Article; Kumar, Vikas; Krishna, K. Vijaya; Khanna, Shruti; Joshi, Khashti Ballabh; Tetrahedron; vol. 72; 35; (2016); p. 5369 – 5376;,
Chiral Catalysts
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673-06-3, D-Phenylalanine is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

673-06-3, (R)-phenylalanine (4.2 g, 25 mmol) was sequentially added to the dry reaction flask.Water (30mL),1,4-dioxane(30mL) andSodium bicarbonate (5.1 g, 61 mmol),After the mixture was stirred for 10 minutes,Add (Boc) 2O (10.1g,45.8mmol),The resulting mixture was stirred at room temperature for 24 h.After the reaction, the solvent was distilled off under reduced pressure, the resulting residue was washed with water (20mL) and EtOAc (100mL) was diluted with 1M HCl and then adjusted to pH 6-7, was allowed to stand, and the organic layer was washed with water and saturated brine, dried over anhydrous sulfate Dry the sodium, filter, and distill off the solvent under reduced pressure.The title compound was obtained as a colorless oil (6.0 g, 91%)

673-06-3 D-Phenylalanine 71567, achiral-catalyst compound, is more and more widely used in various fields.

Reference£º
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Liu Xinchang; Ren Qingyun; Yan Guanghua; S ¡¤geerdeman; Zhang Yingjun; (200 pag.)CN109678859; (2019); A;,
Chiral Catalysts
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As a common heterocyclic compound, it belong chiral-catalyst compound,1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride,250285-32-6,Molecular formula: C27H37ClN2,mainly used in chemical industry, its synthesis route is as follows.,250285-32-6

IPr-HCI (82.04 mg, 0.193 mmol), [Pd(allyl)(M-CI)]2 (35.3 mg, 0.0965 mmol), a magnetic stir bar and acetone (0.8 mL) were charged to a vial . The mixture was stirred at 60 C for 1 h. Then the solvent was removed and dried under vacuum. The product was obtained as a yellow powder in a 99% (117 mg). XH NMR (400 MHz, CDCIs): delta (ppm) = 9.16 (s, 1H), 8.28 (d, J = 1.62 Hz, 2H), 7.54-7.50 (m, 2H), 7.32 (d, J = 7.17 Hz, 4H), 5.16-5.10 (m, 1H), 3.76 (s, 2H), 2.67 (d, J = 11.57 Hz, 2H), 2.48-2.44 (m, 4H), 1.27 (d, J = 6.79 Hz, 12H), 1.20 (d, J = 7.20 Hz, 12H).13C {XH} NMR (100 MHz, CDCIs): delta (ppm) = 5144.9 (C), 136.8 (CH), 131.8 (C), 129.7 (C), 127.3 (CH), 124.4 (CH), 108.9 (C), 60.3 (CH), 28.8 (CHs), 24.4 (CHs), 23.8 (CHs). Elemental analysis: Expected : C 59.07, H 7.27 N 4.59, Found : C 58.90 H 7.17 N 4.57.

With the synthetic route has been constantly updated, we look forward to future research findings about 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride,belong chiral-catalyst compound

Reference£º
Patent; UMICORE AG & CO. KG; NOLAN, Steven P.; (47 pag.)WO2018/115029; (2018); A1;,
Chiral Catalysts
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1,3-Dimesityl-1H-imidazol-3-ium chloride, cas is 141556-45-8, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,141556-45-8

General procedure: A mixture of pyrazine ligand 1 or 2 (1mmol), Li2PdCl4 (1mmol) and NaOAc (1mmol) in 20mL of dry methanol was stirred for 24hat rt. The yellow solids (yield: 92%) were collected by filtration and washed several times with methanol, which can be assigned to be palladacyclic dimers. Then, a Schlenk tube was charged with the above chloride-bridged palladacyclic dimers (0.5mmol), the corresponding imidazolium salt (1.25mmol) and tBuOK (2.5mmol) under nitrogen. Dry THF was added by a cannula and stirred at room temperature for 3h. The product was separated by passing through a short silica gel column with CH2Cl2 as eluent, the third band was collected and afforded the corresponding carbene adducts 3-10 as yellow solids. The characterization data for 3: Yield: 78%.

141556-45-8 is used more and more widely, we look forward to future research findings about 1,3-Dimesityl-1H-imidazol-3-ium chloride

Reference£º
Short Survey; Xu, Chen; Wang, Zhi-Qiang; Yuan, Xiao-Er; Han, Xin; Xiao, Zhi-Qiang; Fu, Wei-Jun; Ji, Bao-Ming; Hao, Xin-Qi; Song, Mao-Ping; Journal of Organometallic Chemistry; vol. 777; (2015); p. 1 – 5;,
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.

673-06-3, (R)-2-Amino-3-phenylpropionic acid (5.3 g, 32 mmol) was placed into a three- necked flask, and water (24 mL) was added. The flask was fitted with two addition funnels. 2N H2SO4 (18 mL) was placed in one addition funnel and 2N aqueous NaNO2 (18 mL) was placed in the other one. The reaction vessel was cooled to 0C, and the acid was added dropwise with stirring. After the initial amino acid was dissolved, dropwise addition of the NaNO2 solution started. Upon completion of the addition, the reaction was stirred at 0C for 3 hours and then allowed to stir at room temperature for 2 days. Then the reaction mixture was extracted several times with ethyl acetate. The combined organic layers were dried, filtered and concentrated under reduced pressure to give E51 (3.6 g, 68% yield) as a white solid.

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

Reference£º
Patent; PHENOMIX CORPORATION; BETANCORT, Juan Manuel; HEPPERLE, Michael E.; CAMPBELL, David Alan; WINN, David T.; WO2010/33466; (2010); A1;,
Chiral Catalysts
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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

Step A. N-(2-Thiophene-sulfonyl)-azetidine-2(S)-carboxylic Acid To a magnetically stirred mixture of azetidine-2(S)-carboxylic acid (1.0 g, 10 mmol) and Na2CO3 (2.1 g, 20 mmol) in 30 mL of water at 0 C. was added thiophene-2-sulfonyl chloride (1.8 g, 10 mmol), and the reaction was allowed to slowly warm up to room temperature overnight. The reaction was quenched by careful addition of concentrated HCl at 0 C. to pH above 2, and the product was extracted with EtOAc (3*15 mL). The extracts were dried over Na2SO4, and concentrated to dryness to provide the title compound as a white solid, which is >90% pure by 1H-NMR and used without further purification. 400 MHz 1H NMR (CD3OD): delta 2.2-2.4 (m, 2H), 3.7-3.9 (m, 2H), 4.42 (dd, 1H), 7.30 (dd, 1H), 7.75 (dd, 1H), 7.95 (dd, 1H).

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

Reference£º
Patent; Merck & Co., Inc.; US6645939; (2003); 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.22795-99-9,(S)-(1-Ethylpyrrolidin-2-yl)methanamine,as a common compound, the synthetic route is as follows.

22795-99-9, 0.51 g (1.5 mmol) of compound 1a prepared in Preparation 6 was dissolved in 10 ml of anhydrous toluene, 0.39 ml of thionyl chloride was added,The mixture was heated at 60 ¡ã C under argon for 1 hour and then evaporated to dryness. 10 ml of anhydrous DCM (methylene chloride)(S) -2-aminomethyl-1-ethylpyrrole under ice-water bath, the reaction was stirred at room temperature for 8 hours and then diluted with 50 ml of DCM, washed with saturated aqueous NaHCO 3 solution,Saturated NaCl aqueous solution were washed three times, the organic layer was dried over Na2SO4, filtered and evaporated to give a yellowish oil, medium pressure silica gel column,Mobile phase petroleum ether: ethyl acetate 2: 1, the product fractions were collected and evaporated to dryness to give a yellowish oil 0.6g, yield 88.6percent.

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

Reference£º
Patent; Beijing Nerve Surgical Department Institute; Liu Qian; Zhang Yazhuo; Yang Xiaoxiao; CN106366075; (2017); A;,
Chiral Catalysts
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Name is [1,1′-Binaphthalene]-2,2′-diamine, as a common heterocyclic compound, it belongs to chiral-catalyst compound, and cas is 4488-22-6, its synthesis route is as follows.,4488-22-6

General procedure: To a two-necked round-bottomed flask (50 mL) equipped with a magnetic stir bar, was added biaryldiamine 1 (or 3) (0.1 mmol) under the air. The flask was capped with a rubber septum, evacuated, and refilled with N2 gas for three times. Solvent (10 mL) and 2,6-lutidine (23.5 mg, 0.22 mmol or none) were added to the tube through the septum. To the mixture, was added t-BuOCl (23.8 mg, 0.22 mmol or 43.4 mg, 0.40 mmol) through the septum at the indicated temperature. The resulting solution was stirred for the indicated time (Table 2 in the text) before quenched with aqueous Na2S2O3 solution (1.0 M, 20 mL), and the resulting mixture was extracted with CH2Cl2 (20 mL ¡Á 3). The combined organic extracts were dried over Na2SO4 and concentrated under vacuum to give the crude product. Purification by flash column chromatography on silica gel gave the corresponding 7,8-diaza[5]helicene (for example, compound 2a: 27.2 mg, 97%).

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

Reference£º
Article; Takeda, Youhei; Okazaki, Masato; Maruoka, Yoshiaki; Minakata, Satoshi; Beilstein Journal of Organic Chemistry; vol. 11; (2015); p. 9 – 15;,
Chiral Catalysts
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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, Example 25; 1.0 g NaOH, 20 ml water and 2.8 g 2,2′-dihydroxy-1,1′-binaphthyl prepared in the step a) of the Example 19 are added to a round bottom flask with the volume of 100 mL, 3.7 g bromopropane, 0.2 g tetrabutylammonium bromide and 10 ml ethanol are dropwise added to the round bottom flask, the temperature of the water bath is 70 C., and after the reaction is performed for 4 hours, the reaction product is poured, while hot, into 50 g crushed ice, followed by separating crystal out. The crystal is filtered and the filter cake is washed with diluted alkali solution and icy water as well as recrystallized with ethanol to obtain white crystal 2,2′-dipropoxy-1,1′-binaphthyl with the yield of 93.7%, the melting point of 87 C. and the content, according to HLPC detection, of 96.4%.

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

Reference£º
Patent; Wang, Licai; Gao, Zhanxian; Li, Wei; Zheng, Guotong; Dong, Qingxin; Liu, Riping; Wang, Xiaohuan; Zhang, Nan; Wang, Jingzhuang; Cai, Shimian; US2011/301385; (2011); A1;,
Chiral Catalysts
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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

A 300mL eggplant-shaped flask, the raw material 1,1′-bi-2-naphthol (5.4g, 19mmol), Zeolyst Co. weighed Zeolith the CBV780 (2.5g), was suspended was added o- dichlorobenzene (30mL). After the suspension was heated to reflux 18 hours, heating was filtered, washed with toluene column. After concentrating the filtrate to approximately o- dichlorobenzene are others, was precipitated by adding methanol. The resultant solid was filtered to give the intermediate 7 as a white powder (4.6g, 18mmol, 90%). It was identified as the desired compound by FDMS (field desorption mass analysis).

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

Reference£º
Patent; Idemitsu Kosan Corporation; Ikeda, Yoichi; Ito, Hirokazu; Kawamura, Masahiro; Saito, Hiroyuki; Ikeda, Takeshi; (125 pag.)KR2015/98631; (2015); A;,
Chiral Catalysts
Chiral catalysts – SlideShare