Day: November 12, 2020

As a common heterocyclic compound, it belongs to chiral-catalyst compound, name is (1R,2S)-2-Amino-1,2-diphenylethanol, and cas is 23190-16-1, its synthesis route is as follows.,23190-16-1

A solution of HBTU in DMF (1 M, 0.048 ML) was added to a mixture of (R)- 3-benzo [b] THIOPHEN-3-YL-2-PHENYLMETHANESULPHONYLAMINO-PROPIONIC acid (Intermediate 1,15 mg. 0.04 MMOL) and (1 R, 2S)-(-)-2-AMINO-1, 2-DIPHENYLETHANOL (10.2 mg, 0.048 MMOL) in DMF (0.1 ML). The mixture was treated briefly in an ultrasonic bath to ensure complete solution of reagents and the solution was stored at room temperature for 3 days. Purification by preparative hplc (see Methods) gave the desired product, 7.3 mg (32%), HPLC/MS Rt 5.89 min, m/z 571.

With the complex challenges of chemical substances, we look forward to future research findings about 23190-16-1,belong chiral-catalyst compound

Reference£º
Patent; DE NOVO PHARMACEUTICALS LIMITED; WO2004/20402; (2004); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

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

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 acid (1 equivalent), the appropriate amine (1.5 equivalents) and DIEA (2 equivalents) in dry acetonitrile (10 mL) at room temperature under argon atmosphere. The reaction mixture was stirred at room temperature for 1-2 h. Solvent was evaporated under reduced pressure and the crude product was purified using a Teledyne Isco Combiflash Rf purification machine to provide the desired amide in excellent yield.

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

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;,
Chiral Catalysts
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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

Example 26; 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 and are then stirred to be dissolved, 4.1 g n-butyl bromine, 0.2 g tetrabutylammonium bromide and 10 ml ethanol are dropwise added to the round bottom flask, the temperature of the water bath is maintained at 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 stirring to further separate crystal out. The crystal is filtered the filter cake is washed with alkali solution and icy water to obtain light yellow granular solid. The solid is recrystallized with ethanol to obtain yellow-white crystal 2,2′-dibutoxy-1,1′-binaphthyl with the yield of 92.3%, the melting point of 85 C. and the content, according to HLPC detection, of 96.6%.

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; 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
Chiral catalysts – SlideShare

As a common heterocyclic compound, it belong chiral-catalyst compound,trans-Cyclohexane-1,2-diamine,1121-22-8,Molecular formula: C6H14N2,mainly used in chemical industry, its synthesis route is as follows.,1121-22-8

In a 3 mL screw cap vial containing a magnetic stir bar 5- (benzyloxy) -pent-1-yl)(5- (benzyloxy) -pent-1-yne) (87.1 mg, 0.5 mmol),N-benzylhydroxylamine (67.7 mg, 0.55 mmol),RuCp (PPh3) 2Cl (18.1 mg, 0.025 mmol) and toluene (1.25 mL) were added and the mixture was stirred at a reaction temperature of 100 C for 24 hours.The progress of the reaction was monitored by TLC.After completion of the reaction, the mixture was passed through silica gel to remove the catalyst, and the silica was washed with ethyl acetate. The product solution was concentrated in vacuo and purified by silica gel chromatography.A yield of 22.5 mg (15%) was obtained. To a screw cap vial was added 5- (benzyloxy) -pent-1-yne (87.1 mg, 0.5 mmol)((¡À) -trans-diaminocyclohexane (33 mul, 0.275 mmol), N-hydroxybenzotriazole (74.3 mg, 0.55 mmol)RuCp (PPh3) 2Cl (18.1 mg, 0.025 mmol)And t-butanol (1.25 mL)And the reaction time was changed to 4 hours. The reaction was carried out in the same manner as in Example 1 to synthesize amide. 97 mg (78%) was obtained.

With the synthetic route has been constantly updated, we look forward to future research findings about trans-Cyclohexane-1,2-diamine,belong chiral-catalyst compound

Reference£º
Patent; Seoul National University Industry-Academic Cooperation Foundation; Lee, Chul Beom; Lee, Dong Gil; Park, Ho Jun; (33 pag.)KR2017/11773; (2017); A;,
Chiral Catalysts
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As a common heterocyclic compound, it belong chiral-catalyst compound,(S)-Azetidine-2-carboxylic acid,2133-34-8,Molecular formula: C4H7NO2,mainly used in chemical industry, its synthesis route is as follows.,2133-34-8

To a round bottom flask was added (,S)-azetidine-2-carboxylic acid (63, 51 1 mg, 5.05 mmol) and sodium hydroxide (7.0 mL of IN; 7.08 mmol). The reaction was cooled to 0 C and 3,5-dichlorobenzenesulfonyl chloride (65, 1.36 g, 5.56 mmol) was added followed by N,N- diisopropylethylamine (1.0 mL, 5.81 mmol) and acetone (7 mL) and the reaction was stirred overnight at room temperature. The acetone was evaporated and the aqueous layer extracted with diethyl ether (3 x 50 mL). The aqueous layer was adjusted to pH=l using cone. HC1 and then extracted with ethyl acetate (3 x 75 mL). The ethyl acetate layers were pooled, dried using sodium sulfate, filtered and concentrated in vacuo to give product (,S)-l-((3,5- dichlorophenyl)sulfonyl)azetidine-2-carboxylic acid (67, 1.6 g, 100% yield) as a white solid. LC- MS: tR=2.06 min; m/z=309.8, 31 1.9. 1 NHMR (400 MHz, DMSO-d6) delta ppm 13.08 (br. s., 1 H) 8.06 (t, J=1.83 Hz, 1 H) 7.85 (d, J=1.96 Hz, 2 H) 4.63 (dd, J=9.54, 7.58 Hz, 1 H) 3.67 – 3.88 (m, 2 H) 2.29 – 2.42 (m, 1 H) 2.13 – 2.28 (m, 1 H).

With the synthetic route has been constantly updated, we look forward to future research findings about (S)-Azetidine-2-carboxylic acid,belong chiral-catalyst compound

Reference£º
Patent; SAINT LOUIS UNIVERSITY; WASHINGTON UNIVERSITY; RUMINSKI, Peter, G.; MEYERS, Marvin, L.; HEIER, Richard, F.; RETTIG, Michael, P.; DIPERSIO, John; (139 pag.)WO2018/85552; (2018); A1;,
Chiral Catalysts
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1121-22-8, trans-Cyclohexane-1,2-diamine is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a mortar were added 3,5-di-tert-butyl-2-hydroxybenzaldehyde (0.468 g, 2 mmol) and trans-cyclohexane-1,2-diamine (0.114 g,0.123 mL, 1 mmol), and these were mixed over 10 min. The product was recrystallized (CH2Cl2/EtOH 1:9) to give 1a as a bright yellow solid; yield: 0.487 g (89%)., 1121-22-8

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

Reference£º
Article; Civicos, Jose F.; Coimbra, Juliana S. M.; Costa, Paulo R. R.; Synthesis; vol. 49; 17; (2017); p. 3998 – 4006;,
Chiral Catalysts
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Name is 1,3-Dimethyl-1H-benzo[d]imidazol-3-ium iodide, as a common heterocyclic compound, it belongs to chiral-catalyst compound, and cas is 7181-87-5, its synthesis route is as follows.,7181-87-5

General procedure: General Method: To a 20 mL solution of 1.1 equivalents of nickelocene (41 mg, 0.22 mmol) in anhydrous THF, the respective imidazolium NHC precursor (0.2 mmol) was added as a solid. The resulting suspension was then refluxed for 4 h. The general method was modified for 4, 5 and 6. The reactions involving the formation of more electron-deficient 4 and 5 required 10 h at reflux with 2 equivalents of nickelocene (75 mg, 0.4 mmol). Synthesis of 6 was achieved after 16 h of reflux in the presence of 2.6 equivalents of nickelocene (98 mg, 0.52 mmol). The compounds were then purified by column chromatography. Details available in the Supporting information.

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

Reference£º
Conference Paper; Luca, Oana R.; Thompson, Bennett A.; Takase, Michael K.; Crabtree, Robert H.; Journal of Organometallic Chemistry; vol. 730; (2013); p. 79 – 83;,
Chiral Catalysts
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As a common heterocyclic compound, it belongs to chiral-catalyst compound, name is 1,3-Dimesityl-1H-imidazol-3-ium chloride, and cas is 141556-45-8, its synthesis route is as follows.,141556-45-8

General procedure: The silver(I) N-heterocyclic carbene complexes Ag(I)-NHCs were synthesized according to the Lin?s Ag2O method. To a solution of 1 mmol of NHC precursors (1,3-disubstituted imidazolinium chloride salts) in 5 mL of DCM, 0.5 mmol of Ag2O was added and the mixture was stirred at room temperature for 18 h. Later the reaction mixture was filtered through a celite and concentrated under vacuo to obtain the desired Ag(I)-NHC catalysts as a white crystalline solids.

With the complex challenges of chemical substances, we look forward to future research findings about 141556-45-8,belong chiral-catalyst compound

Reference£º
Article; Thirukovela, Narasimha Swamy; Balaboina, Ramesh; Kankala, Shravankumar; Vadde, Ravindhar; Vasam, Chandra Sekhar; Tetrahedron; vol. 75; 18; (2019); p. 2637 – 2641;,
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.

stirrer, condenser, and a glass reactor equipped with a thermometer, (RS)-1,1′-bi-2-naphthol 32.0 g (0.112 mol), ethylene carbonate 22. 5g (0.256mol), was charged with potassium carbonate 1.6g and toluene 32g, after a heated slurry state up to 110 , and reacted for 10 hours at 110 .A result that was confirmed by HPLC, the remaining amount of 1,1′-bi-2-naphthol was 0.1% or less.After dilution with toluene 416g to the reaction mixture, the organic solvent phase containing the reaction mixture was washed with 10% aqueous sodium hydroxide 48 g, then the wash water was washed with water until neutral.After washing with water, was refluxed dehydrated organic solvent phase, then cooled to room temperature, filtered, the white crystals dried to (RS)-2,2′-bis (2-hydroxyethoxy) -1,1′-binaphthalene compound obtained (83.3% yield, HPLC purity 99.7%, YI value: 2.8)., 602-09-5

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; KAWAMURA, MIO; HIRABAYASHI, SHUNICHI; FUJII, KATSUHIRO; (9 pag.)JP6083900; (2017); B2;,
Chiral Catalysts
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1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride, cas is 250285-32-6, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,250285-32-6

To anhydrous1,4-dioxane (20 mL), [Pd(acac)2] 1 g (3.3 mmol,1 equiv) and IPrHCl 1.56 g (3.7 mmol, 1.1 equiv) were added. The mixture was refluxed for 24 h. After reaction,solvent was evaporated under vacuum. Then, dichloromethane was added and stirred until no more soliddissolved. The solution was filtered and dichloromethane was removed under vacuum. Yellow powder obtained was washed with diethyl ether and dried under vacuum. Yellow solids, yield: 85%, 1H NMR (399.78 MHz, CDCl3 delta 7.49(t, 2H), 7.32 (m, 4H), 7.10 (s, 2H), 5.10 (s, 1H), 2.94 (td,4H), 1.81 (d, 6H), 132 (d, 12H), 1.08 (12H), 13C NMR(100.53 MHz, CDCl3) delta 186.70, 183.61, 155.98, 146.61,135.05, 130.42, 125.30, 124.20, 99.46, 28.54, 27.13,26.36, 23.07.

250285-32-6 is used more and more widely, we look forward to future research findings about 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride

Reference£º
Article; Lee, Dong Jin; Kim, Myungwoong; Kim, Chan Kyung; Lee, Ik Mo; Bulletin of the Korean Chemical Society; vol. 40; 7; (2019); p. 710 – 718;,
Chiral Catalysts
Chiral catalysts – SlideShare