Month: November 2020

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

General procedure: O-(Benzotriazol-1-yl)-N,N,N?,N?-tetramethyluronium hexafluoro phosphate, (HBTU) (1.2 equivalents) was added to a solution of sulindac (1 equivalent), the appropriate amine (1.5 equivalents) and Et3N (2 equivalents) in dry acetonitrile (10 mL) at room temperature under argon atmosphere. Reaction mixture was stirred at room temperature for 1-2 h. Solvent was removed under reduced pressure and the crude product was purified by flash column chromatography (60-200 mesh) to afford 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 Benzo-18-crown 6-Ether, and cas is 14098-24-9, its synthesis route is as follows.

General procedure: The carbonyl substrate (0.1 g) is dissolved in 1-2 mL of anhydrous CHCl3 and 2.0 equiv of a benzocrown ether is added to the solution. To this mixture, CF3SO3H (8.0 equiv; H2SO4 may be used in some cases) is added dropwise with stirring. The reaction is stirred at room temperature for at least 2 h, after which, the mixture is poured over several grams of ice. The resulting solution is extracted three times with CHCl3. The organic phase is subsequently washed three times with water and dried over MgSO4 solution. Removal of the solvent provides the product.

14098-24-9, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,14098-24-9 ,Benzo-18-crown 6-Ether, other downstream synthetic routes, hurry up and to see

Reference£º
Article; Zielinski, Matthew E.; Tracy, Adam F.; Klumpp, Douglas A.; Tetrahedron Letters; vol. 53; 14; (2012); p. 1701 – 1704;,
Chiral Catalysts
Chiral catalysts – SlideShare

250285-32-6, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride, cas is 250285-32-6,the chiral-catalyst compound, it is a common compound, a new synthetic route is introduced below.

A mixture of 1,3-bis(2,6-diisopropylphenyl)imidazolium chloride(0.425 g, 1.0 mmol), [Cp*IrCl2]2 (0.398 g, 0.5 mmol), and K2CO3(0.484 g, 3.5 mmol) in anhyd THF (8 mL)-CH2Cl2 (2 mL) wasstirred at 24 C for 10 h under N2. The resulting suspension wasstirred at 60 C for 24 h under N2, then concentrated to dryness. Afterthe addition of CH2Cl2 (10 mL) to the residue, the resulting suspensionwas filtered through Celite. The filtrate was concentrated todryness to give the iridium complex 2 as a brownish orange solid(0.748 g, 0.963 mmol, 96%).IR (ATR, ZnSe): 1659 cm-1 (CO2).1H NMR (500 MHz, CD2Cl2): delta = 7.43 (t, J = 8.0 Hz, 2 H), 7.33 (d,J = 8.0 Hz, 4 H), 7.09 (s, 2 H), 2.99-2.94 (m, 4 H), 1.45 (d, J = 7.0Hz, 12 H), 1.21 (s, 15 H), 1.06 (d, J = 6.0 Hz, 12 H).13C{1H} NMR (126 MHz, CD2Cl2): delta = 168.1, 165.9, 138.1, 130.1,126.4, 124.2, 87.2, 29.0, 27.2, 23.5, 9.4.Anal. Calcd for C38H51IrN2O3¡¤H2O: C, 57.48; H, 6.73; N, 3.53.Found: C, 57.40; H, 6.54; N, 3.57.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride, 250285-32-6

Reference£º
Article; Yamada, Yoichim. A.; Ohta, Hidetoshi; Yuyama, Yoshinari; Uozumi, Yasuhiro; Synthesis; vol. 45; 15; (2013); p. 2093 – 2100;,
Chiral Catalysts
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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.

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, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,23190-16-1 ,(1R,2S)-2-Amino-1,2-diphenylethanol, other downstream synthetic routes, hurry up and to see

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

To a mixture of cyanuric chloride (0.368 g, 2 mmol) in CH3CN at approximately -10 to -20 C. was added 3-fluoro-p-anisidine (0.28 g, 2 mmol) in CH3CN followed by the addition of N,N-diisopropylethylamine (DIEA) (0.35 mL, 2 mmol) and stirred for an hour. The reaction mixture was then allowed to reach room temperature for an hour. The second step was continued without further purification. Cycloheptylamine (0.25 mL, 2 mmol) and DIEA (0.35 mL, 2 mmol) were added and the reaction mixture was stirred overnight at rt. The third step was also preceded without any further purification. S-(-)-2-aminomethyl-N-ethyl pyrrolidine (0.29 mL, 2 mmol) and DIEA (0.35 mL, 2 mmol) were added and the reaction mixture was refluxed overnight. The reaction mixture was diluted with ethyl acetate and washed with brine. The organic layer was separated and dried over potassium carbonate, filtered, and concentrated under reduced pressure affording 0.920 g crude material. The crude material was purified by column chromatography to yield a white solid 139 (0.550 g, 60%), mp 75-77 C.; HPLC: Inertsil ODS-3V C18, 40:30:30 [KH2PO4 (0.01M, pH 3.2): CH3OH: CH3CN], 264 nm, Rt 7.9 min, 95.9% purity; MS (ESI): m/z 458 (M+H, 100).

22795-99-9, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,22795-99-9 ,(S)-(1-Ethylpyrrolidin-2-yl)methanamine, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; Timmer, Richard T.; Alexander, Christopher W.; Pillarisetti, Sivaram; Saxena, Uday; Yeleswarapu, Koteswar Rao; Pal, Manojit; Reddy, Jangalgar Tirupathy; Krlshna Reddy, Velagala Venkata Rama Murali; Sridevi, Bhatlapenumarthy Sesha; Kumar, Potlapally Rajender; Reddy, Gaddam Om; US2004/209880; (2004); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

1121-22-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. trans-Cyclohexane-1,2-diamine, cas is 1121-22-8,the chiral-catalyst compound, it is a common compound, a new synthetic route is introduced below.

To a solution containing 1,6-diisocyanatohexane (5.04 grams, 30 mmol; obtained from Sigma-Aldrich Fine Chemicals, Milwaukee, Wis.) and anhydrous tetrahydrofuran (100 milliliters) stirring at room temperature was added 1,4-butanediol vinyl ether (3.48 grams, 30 mmol; obtained from Sigma-Aldrich Fine Chemicals) and dibutyltin dilaurate (0.19 grams, 0.3 mmol; obtained from Sigma-Aldrich Fine Chemicals) as the catalyst. The mixture was stirred and heated to an internal temperature of about 65 C. for 25 minutes. The progress of the reaction was monitored by 1H-NMR spectroscopy for consumption of the 1,4-butanediol vinyl ether reactant, indicated by the disappearance of the -CH2OH multiplet, which appears at 3.5 ppm as a shoulder peak on the downfield end of the intermediate isocyanate product whose signal is located at 3.35-3.40 ppm. The mixture was cooled to about 15 C. internal temperature after which to this mixture was added dropwise a solution of trans-1,2-diaminocyclohexane (1.71 grams, 15 mmol; obtained as a racemic mixture of (1R,2R) and (1S,2S) stereoisomers from Sigma-Aldrich Fine Chemicals) dissolved in anhydrous tetrahydrofuran (10 milliliters). The mixture was stirred for about 60 minutes while warming up to room temperature, and thickened to form a gelatinous slurry. FTIR spectroscopic analysis of a reaction sample showed little unreacted isocyanate (peak at 2180 cm-1, sample prepared as a KBr pellet). Any residual isocyanate was quenched by addition of methanol (5 milliliters). The reaction mixture was then filtered by vacuum filtration to give a semi-solid product, which was subsequently stirred in hexane to ensure full precipitation. The solid product was filtered and dried in air to give 8.17 grams of a white powder (79 percent yield). The product was believed to be of the formulae 1H-NMR spectroscopic analysis of the solid was performed in DMSO-d6 (300 mHz) at high temperature (60 C.) and indicated the above structure with the following assigned peaks: 1.05-1.90 ppm (several multiplets, 16 H integration, 4 methylene protons from 1,4-butanediol vinyl ether portion, 8 methylene protons from the 1,6-diisocyanatohexane portion, and 4 methylene protons from the cyclohexane ring portion); 2.95 ppm (multiplet, 4 H integration, -NH(CO)NHCH2(CH2)4CH2NH(CO)O-); 3.2 ppm (broad singlet, 1 H integration, tertiary methane proton adjacent to urea group on cyclohexane ring); 3.70 ppm (multiplet, 2 H integration, NH(CO)O(CH2)4-O-C(Hc)C(Ha)(Hb)); 3.96 ppm (doublet, 1 H integration, -O-C(Hc)C(Ha)(Hb)); 3.98 ppm (multiplet, 2 H integration, NH(CO)OCH2CH2CH2CH2-O-C(Hc)C(Ha)(Hb)); 4.20 ppm (doublet, 1 H integration, -O-C(Hc)C(Ha)(Hb)); 5.60 ppm and 5.72 ppm (broad singlets, each 1 H integration, urea NH protons); 6.48 ppm (doublet of doublets, 1 H integration, -O-C(Hc)C(Ha)(Hb)); 6.82 ppm (broad singlet, 1 H integration, urethane NH proton). Elemental analysis calculated for C: 59.80%, H: 9.15%, N: 12.31%; found for C: 59.36%, H: 9.53%, N: 12.58%.

The chemical industry reduces the impact on the environment during synthesis,1121-22-8,trans-Cyclohexane-1,2-diamine,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; Xerox Corporation; US2006/122415; (2006); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

673-06-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. D-Phenylalanine, cas is 673-06-3,the chiral-catalyst compound, it is a common compound, a new synthetic route is introduced below.

To a solution of d-Phe 9 (1.7 g, 10.3 mmol) and Boc2O(3.5 mL, 15.4 mmol)in a mixture THF and H2O (1:1, 50 mL) was added NaOH (0.6 g, 15.4 mmol) at room temperature.After stirring overnight, the reaction mixture was quenched with 1N HCl and extracted with EtOAc.The combined organic layer was washed with brine, dried over MgSO4, and concentrated in vacuo.To a solution of above crude Boc-d-Phe-OH 14 (10.3 mmol) in dry THF (20 mL) was added NaH (60%dispersion in mineral oil, 2.1 g, 51.5 mmol) at room temperature. After stirring for 1 h, iodomethane(3.2 mL, 51.5 mmol) was added to the reaction mixture. The reaction mixture was stirred for 12 h,quenched with 1N HCl, and extracted with EtOAc. The combined organic layer was washed withbrine, dried over MgSO4, and concentrated in vacuo. The residue was used in the next step withoutfurther purification. To a solution of crude acid 15 (10.3 mmol) in dry DMF (20 mL) were addediodomethane (1.3 mL, 20.6 mmol) and K2CO3 (2.8 g, 20.6 mmol) at room temperature. After stirringovernight, the reaction mixture was quenched with 1N HCl and extracted with Et2O. The combinedorganic layer was washed with brine, dried over MgSO4, and concentrated in vacuo. The residue waspurified by flash column chromatography (EtOAc/Hexane = 1:20) to give 2.5 g (84% for 3 steps) ofester 16 as a colorless oil. [alpha]D20 = +109.84 (c 1.00, CHCl3); 1H-NMR (800 MHz, CDCl3, 3:2 mixture oftwo rotamers). Major rotamer delta 7.28-7.20 (m, 2H), 7.19-7.07 (m, 3H), 4.50 (dd, J = 10.4, 3.8 Hz, 1H),3.70 (s, 3H), 3.23 (dd, J = 14.2, 4.4 Hz, 1H), 3.01-2.94 (m, 1H), 2.68 (s, 3H), 1.29 (s, 9H), minor rotamer delta 7.28-7.20 (m, 2H), 7.19-7.07 (m, 3H), 4.89 (dd, J = 10.6, 5.2 Hz, 1H), 3.68 (s, 3H), 3.27 (dd, J = 14.4,5.1 Hz, 1H), 3.01-2.94 (m, 1H), 2.66 (s, 3H), 1.33 (s, 9H); 13C-NMR (200 MHz, CDCl3, 3:2 mixture of tworotamers). Major rotamer delta 171.4, 154.8, 137.5, 128.9, 128.4, 126.5, 80.1, 61.5, 52.0, 35.4, 32.4, 28.0, minorrotamer delta171.7, 155.6, 137.2, 128.8, 128.2, 126.3, 79.8, 59.4, 52.0, 34.9, 31.8, 28.1; IR (thin film, neat) numax2977, 1746, 1698, 1393, 1332, 1227, 1145, 751 cm-1; LR-MS (ESI+) m/z 316 (M + Na+); HR-MS (ESI+)calcd for C16H23NNaO4 (M + Na+) 316.1519; found 316.1523.

The chemical industry reduces the impact on the environment during synthesis,673-06-3,D-Phenylalanine,I believe this compound will play a more active role in future production and life.

Reference£º
Article; Lim, Changjin; Molecules; vol. 24; 19; (2019);,
Chiral Catalysts
Chiral catalysts – SlideShare

351498-10-7, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 6,6′-((1E,1’E)-((2,3-Dimethylbutane-2,3-diyl)bis(azanylylidene))bis(methanylylidene))bis(2,4-di-tert-butylphenol), cas is 351498-10-7,the chiral-catalyst compound, it is a common compound, a new synthetic route is introduced below.

A 50 ml. flask was charged withLambda/,Lambda/-bis(3,5-di-te/t-butylsalicylidene)-1 ,1 ,2,2-tetramethylethenediamine (0.4302 g, 0.78 mmol, 1.0 equiv), EtOH (17 ml_), and Co(OAc)2 (0.1385 g, 0.78 mmol, 1.0 equiv). The mixture was degassed and then heated to reflux under nitrogen for 3 h, cooled to room temperature. The precipitate was filtered and the purple solid was washed with EtOH (10 ml.) and dried under high vacuum to give 0.3533 g (75%) of the cobalt(ll) complex.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 6,6′-((1E,1’E)-((2,3-Dimethylbutane-2,3-diyl)bis(azanylylidene))bis(methanylylidene))bis(2,4-di-tert-butylphenol), 351498-10-7

Reference£º
Patent; VITAE PHARMACEUTICALS, INC.; CLAREMON, David, A.; LEFTHERIS, Katerina; ZHUANG, Linghang; TICE, Colin, M.; SINGH, Suresh, B.; YE, Yuanjie; WO2011/11123; (2011); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

It is a common heterocyclic compound, the chiral-catalyst compound, [1,1′-Binaphthalene]-2,2′-diamine, cas is 4488-22-6 its synthesis route is as follows.

The mixture of BINAM (227.2 mg, 0.8 mmol), BoC-D-proline (222.9 mg, 0.73 mmol), EDCI (95.8 mg, 1.45 mmol) and HOBt (196 mg, 1.45 mmol) in DCM (20 mL) was tirred at room temperature for 5 h. The mixture was washed by water (25 mL ¡Á 3), dried (MgSO4) and concentrated. The residue was purified by column chromatography on silica gel using PE-EtOAc as the eluent, to give tert-butyl2-((2′-amino-[1,1′-binaphthalen]-2-yl)carbamoyl)pyrrolidine-1-carboxylate; yield: 202 mg (54%). Then 1.5 ml TFA and 1.5 ml Et3SiH were added to the prepared tert-butyl2-((2′-amino-[1,1′-binaphthalen]-2-yl)carbamoyl)pyrrolidine-1-carboxylate in DCM (2.0 mL) , after stirred for 2 h the residue was added NaOH to adjust pH>7 AND extracted by DCM, then the residue was concentrated and purified by column chromatography on silica gel using PE-EtOAc as the eluent, to give A-4; yield: 121 mg (73%);

4488-22-6, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,4488-22-6 ,[1,1′-Binaphthalene]-2,2′-diamine, other downstream synthetic routes, hurry up and to see

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

It is a common heterocyclic compound, the chiral-catalyst compound, Benzo-18-crown 6-Ether, cas is 14098-24-9 its synthesis route is as follows.

General procedure: The carbonyl substrate (0.1 g) is dissolved in 1-2 mL of anhydrous CHCl3 and 2.0 equiv of a benzocrown ether is added to the solution. To this mixture, CF3SO3H (8.0 equiv; H2SO4 may be used in some cases) is added dropwise with stirring. The reaction is stirred at room temperature for at least 2 h, after which, the mixture is poured over several grams of ice. The resulting solution is extracted three times with CHCl3. The organic phase is subsequently washed three times with water and dried over MgSO4 solution. Removal of the solvent provides the product.

14098-24-9, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,14098-24-9 ,Benzo-18-crown 6-Ether, other downstream synthetic routes, hurry up and to see

Reference£º
Article; Zielinski, Matthew E.; Tracy, Adam F.; Klumpp, Douglas A.; Tetrahedron Letters; vol. 53; 14; (2012); p. 1701 – 1704;,
Chiral Catalysts
Chiral catalysts – SlideShare