Category: chiral-catalyst

[1,1′-Binaphthalene]-2,2′-diol, cas is 602-09-5, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,602-09-5

To 18.3 g of sodium hydride was added 50 g (0.175 mol) of 2,2′-dihydroxy-1,1′-dinaphthyl and stirred under nitrogen in 1.0 L of dry tetrahydrofuran (THF). After 1 hour, 116 g of chloromethyl methyl ether was added to the heavy precipitate and the resulting mixture was stirred for about 12 hours and then filtered through a pad of celite. The filtrate was shaken with 500 ml of water and 1 L of methylene chloride. An aqueous layer formed and was extracted two times more with methylene chloride. The combined organic layers were washed with water saturated with potassium bicarbonate. The organic layer was dried and filtered through a squat column of alumina and the column filtrate was evaporated until crystals appeared. The crude product was purified on a silica gel column by elution with a methylene chloride/hexane solution. About 53.5 g (63%) of 2,2′-bis(methoxymethoxy)-1,1′-dinaphthyl, m.p 93-94 C., 0.11 mol was collected. [00053] Next, 171 ml of 1.6 N butyllithium in hexane was added to a mixture of 41 g of the above bisacetal in 1 L of tetrahydrofuran and stirred under nitrogen at 0 C. for 45 minutes. The reaction mixture was then allowed to warm to 25 C. and 25.8 ml of dimethyl sulfate was added to the suspension and the mixture was stirred for 12 hours. About 30 ml of water saturated with sodium carbonate was added and the solvent was evaporated under reduced pressure at 50 C. [00054] The residue, in 300 ml of methylene chloride, was washed twice with water. An additional 300 ml of methylene chloride, 300 ml of methanol, and 25 ml of concentrated hydrochloric acid was added to the organic solution. The solution was stirred for 3 hours, and the solvent was evaporated. The yellow product was recrystallized from methylene chloride-hexane and was purified on a silica gel column (methylene chloride, hexane 1:1) to give 29.5 g (86%) of (R)-3-3′-dimethyl-2,2′-dihydroxy-1,1′-dinaphthyl, m.p. 204-206 C.; 1HNMR:2.2(s.6H), 7.1(d.2H), 7.3(m.2H), 7.4(m.2H), 7.8(m.4H).

As the rapid development of chemical substances, we look forward to future research findings about 602-09-5

Reference£º
Patent; IBC Advanced Technologies, Inc.; US6686479; (2004); B2;,
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%.

As the rapid development of chemical substances, we look forward to future research findings about 141556-45-8

Reference£º
Article; Xu, Chen; Wang, Zhi-Qiang; Fu, Wei-Jun; Ji, Bao-Ming; Yuan, Xiao-Er; Han, Xin; Xiao, Zhi-Qiang; 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.22795-99-9,(S)-(1-Ethylpyrrolidin-2-yl)methanamine,as a common compound, the synthetic 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 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.

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

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
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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

taken the imidazole chlorine salt [(R 1 NCHCHNR 1) CH]Cl (0.42 g, 1.0 mmol), ferrous bromide (0.22 g, 1.0 mmol) and sodium bromide (0.33 g, 3.2 mmol), in thf as the solvent, the 60 C reaction under 16 hours. Centrifugal, supernatant fluid transfer, remove precipitation, is added to the supernatant liquid of the three ring hexyl phosphine (0.28 g, 1.0 mmol), in 30 C reaction under 6 hours. Vacuum to remove the solvent, hexane washing, drying, in a mixed solvent of toluene and tetrahydrofuran extraction, centrifugal supernatant fluid transfer, after concentrating the serum to obtain a target product, yield 85%.

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

Reference£º
Patent; Suzhou University; sun, hongmei; li, zhuang; liu, ling; chen, qi; (17 pag.)CN105541922; (2016); A;,
Chiral Catalysts
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[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

General procedure: To an oven-dried Schlenk flask were added diamine 3 (1.0 equiv),Pd2(dba)3 (5 mol%), rac-BINAP (10 mol%), NaOtBu (3.0 equiv), and toluene under Ar atmosphere.Then 8-haloqunoline 4 (2.2 equiv) was added directly. The flask was sealed, and the reaction wasstirred at 85 C until the complete consumption of the starting material 3. The mixture was cooled toroom temperature, filtered through a silica plug, and the plug was washed with EA. The combinedfiltrates were concentrated under reduced pressure, and the residue was purified by silica gelchromatography to give the desired product Ln.

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

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Article; Liu, Wen-Bo; Usman, Muhammad; Wu, Lin-Yang; Molecules; vol. 25; 4; (2020);,
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.1121-22-8,trans-Cyclohexane-1,2-diamine,as a common compound, the synthetic route is as follows.

Trans-lambda ,2-diaminocyclohexane (5.7Og, 50 mmol) is dissolved in water (10 ml_). ^-tartaric acid (3.75g, 25 mmol) is added incrementally to the solution while continuously stirring and once completely added to the solution, the mixture is heated to 900C. When all the tartaric acid is dissolved, glacial acetic acid (5 ml_, 85 mmol) is added dropwise while stirring. The mixture is heated for 1 hour at 900C whereafter it is cooled to room temperature. The resultant white J.-1 ,2-diaminocyclohexane~l.-tartrate is filtered and washed twice with cold water (5 nnL), 3 times with methanol (5 mL) and oven dried. The salt is recrystallized out of hot water and cooled overnight at 50C.The recrystallized ^-1 ,2-diaminocyclohexane-Wartrate (18.9g, 72.62 mmol) is added to 4 equivalents of sodium hydroxide (11.62g, 290.49 mmol) dissolved in water (100 mL). Once the amine has dissolved it is extracted 5 times with 100 mL portions of dichloromethane. The extracted dichloromethane portions are added together and dried with anhydrous sodium sulphate. Most of the solvent is removed by vacuum distillation. The last portion of solvent is removed in atmospheric pressure to avoid the amine from distilling under vacuum using an air condenser. Yield: 23% (overall).The optically pure amine was then applied to prepare optically pure Pt(fr”a/7s-M ,2-diaminocyclohexane)CI2 by a method described in lnorganica Chimica Acta (1985) 108 : pp 63-66 (the content of which is incorporated herein by reference), from pure K2PtCI4, 1121-22-8

The synthetic route of 1121-22-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PLATCO TECHNOLOGIES (PROPRIETARY) LIMITED; WO2006/24897; (2006); A1;,
Chiral Catalysts
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[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

General procedure: In a typical experiment, Pd(OAc)2 (5.6mg, 0.025mmol), triphenylphosphine (13.2mg, 0.05mmol), 2-iodobornene 3 (0.5 or 1mmol), 2,2?-diamino-1,1?-binaphthalene (0.25 or 0.5mmol) and triethylamine (0.5ml) were dissolved in DMF (10mL) under argon in a 100mL three-necked flask equipped with a gas inlet, reflux condenser with a balloon (filled with argon) at the top. The atmosphere was changed to carbon monoxide. The reaction was carried out for the given reaction time with stirring at 50C and analysed by TLC. The mixture was then concentrated and evaporated to dryness. The residue was dissolved in chloroform (20ml) and washed with water (3x20mL), 5% hydrochloric acid (20mL), saturated NaHCO3 (20mL) and brine (20mL). The organic phase was dried over Na2SO4, filtered and evaporated to a solid material. After doing an NMR analysis, all compounds were subjected to column chromatography (Silicagel 60 (Merck), 0.063-0.200mm), EtOAc/CHCl3 or EtOAc/hexane/CHCl3 eluent (the exact ratios are specified in Characterisation (Section 4.4) for each compound).

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

Reference£º
Article; Mikle, Gabor; Boros, Borbala; Kollar, Laszlo; Tetrahedron Asymmetry; vol. 27; 9-10; (2016); p. 377 – 383;,
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.23190-16-1,(1R,2S)-2-Amino-1,2-diphenylethanol,as a common compound, the synthetic route is as follows.

To a 5 L round bottom flask equipped with an overhead stirrer, thermocouple and distillation head, was charged 550 g (2.579 mol) of (1 R,2S)- diphenyl-2-aminoethanol, 457 g (3.868 mol, 1.5eq) of diethylcarbonate, 18 g (0.258 mol, 0.1 eq) of NaOEt in 100 mL of EtOH and 3.5 L of toluene. The reaction was heated until an internal temperature of 90C was reached and EtOH distillation began. The reaction was refluxed until an internal temperature of 110C was reached (7 hours). For every 500 mL of solvent that was removed via the distillation head, 500 mL of toluene was added back to the reaction. A total of about 1.6 L of solvent was removed. The reaction was allowed to cool to room temperature and then filtered on a 3 L coarse fritted funnel with 2 psig N2. Nitrogen was blown over the cake overnight (at)o give 580 g (94% yield) of the titled nom””””” ””d” 9,-..C.U.(at), l:(at)VQ”; ‘I <"Q'.(at)(at) Up(at),.,; ',r1" (at)'(at) (at) (at).(at).(at) (at)-77 1'Cf'; 41i), ..(at)(at) ^(at)''1 I or(at)r(at)1 (at),f3rr:.(at)i ....u..(at) " ' (at).V.(at)_7(at)dli (at) ",-JVV Jc;;;J7Jv (at)L.-, U- -(at)t 'H'o(at)(at)-:J """.v (at)' "(at)(at) fUSD5 -/: q,78V;",j (at)(at)-j -(at), t(at).3J(at):, (at):_/(at).:::: , OJ (at), :=: ?Q(at)':::'::' 23190-16-1, As the paragraph descriping shows that 23190-16-1 is playing an increasingly important role.

Reference£º
Patent; PFIZER PRODUCTS INC.; WO2005/102389; (2005); A2;,
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.

A mixture of 2-fluoro-5-(1-trityl-1H-benzotriazol-5-yl)-benzaldehyde (368 mg, 0.76 mmol), (S)-(+)-1-ethyl-2-aminomethylpyrrolidine (120 mg, 0.83 mmol) and molecular sieves in 10 mL of methanol was stirred at ambient temperature for 3 h. The mixture was cooled to -78¡ã C., 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., 22795-99-9

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

Reference£º
Patent; AVENTIS PHARMACEUTICALS INC.; US2008/138413; (2008); A1;,
Chiral Catalysts
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[1,1′-Binaphthalene]-2,2′-diol, cas is 602-09-5, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,602-09-5

General procedure: Separately, each of the dihydroxy-substituents, catechol (a), 2,3-dihyroxynaphthalene (b), 2,2′-dihydroxy-1,1′-bisnaphthalene (c) (50 mmol), and NaOH (0.12 mol) were dissolved in 20-25 ml ethanol and 2-chloroethanol (0.12 mol) was added to this solution dropwise over 15 min. After refluxing the reaction mixture for 20 h, the resulting solid was separated by filtration. Ethanol was evaporated in vacuo and the resulting oily product was dissolved in 200 ml chloroform. The chloroform solution was washed with 3% NaOH and then with distilled water until the pH reached neutrality.

As the rapid development of chemical substances, we look forward to future research findings about 602-09-5

Reference£º
Article; Kertmen, Ahmet; Szczygelska-Tao, Jolanta; Chojnacki, Jaros?aw; Tetrahedron; vol. 69; 49; (2013); p. 10662 – 10668;,
Chiral Catalysts
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