Chiral catalyst

250285-32-6, 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Under air environment, a 25 mL single-necked round-bottom flask, equipped with a magnetic bar, was charged with LiCl (4 mmol 170 mg) and PdCl2 (2 mmol 354 mg), then 10 mL MeOH was added into the flask. The resultant mixture was then stirred at rt for 8 hours to generate LiPdCl4-MeOH solution. After that, a 50 mL double-necked round-bottom flask, equipped with a magnetic bar, was charged with NaOAc (2 mmol 164 mg) and acetophenone oxime 5. Then, the flask was sealed with a rubber septum, and LiPdCl4-MeOH solution (2 mmol) was injected through the septum. The mixture was allowed to stirred at rt for 3 days. After this time, the reaction mixture was filtrated, washed by MeOH, and then dried under vacuum to afford palladacycle dimmer without further purification. Under Nitrogen, to a Schlenk flask charged with KOtBu (1.3 mmol 146 mg), palladacycle complex (0.5 mmol 290 mg) and excess NHC?HCl (1.25 mmol 531 mg) was added dry THF distilled from sodium/benzophenone at room temperature. The resultant mixture was allowed to stirred at rt for 2 days. Extraction with ethyl acetate, dried over anhydrous Na2SO4. After concentrated, the residue was purified by flash column chromatography using hexane-EtOAc=5:1 as eluent to afford the desired N-heterocyclic carbene palladium complex 6.

As the paragraph descriping shows that 250285-32-6 is playing an increasingly important role.

Reference£º
Article; Shen, An; Ni, Chen; Cao, Yu-Cai; Zhou, Hui; Song, Gong-Hua; Ye, Xiao-Feng; Tetrahedron Letters; vol. 55; 21; (2014); p. 3278 – 3282;,
Chiral Catalysts
Chiral catalysts – SlideShare

250285-32-6, 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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%.

The synthetic route of 250285-32-6 has been constantly updated, and we look forward to future research findings.

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

14098-24-9, Benzo-18-crown 6-Ether is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: 4.2.1. Method A. molecular clip 2 was obtained in 50% yield as described6b Method B. A mixture of bisether 8 (1 g, 2.65 mmol) and corresponding benzocrown ether (5.42 mmol) in PPA (30 g) was stirred vigorously at 80-85 for 30 min. A deep purple color was formed in 5 min. To the cooled reaction mixture was added water (150 mL) and product was extracted with CHCl3 (3¡Á50 mL). The organic layer was washed with water until neutral (?3¡Á50 mL) and subjected to azeotropic drying. The solvent was removed at reduced pressure and the residue was dissolved in a mixture of CHCl3/MeOH (50:1, 100 mL) and filtered through SiO2 (~30 mL). The solvent was removed at reduced pressure and the crude product was purified as described below. Method C. The procedure is similar to Method B, with exception that tetraol 9 (1.1 g, 2.65 mmol) was used instead bisether 8. Method D. A suspension of NaH (0.288 g, 12 mmol) in DMSO (26 mL) was heated with stirring at 70 for 30 min. The resulting mixture was cooled to room temperature and a solution of 11 (0.78 g, 2.65 mmol) in DMSO (40 mL) was added. Stirring was continued for 20 min and then solution of 10 (5.92 g, 5.83 mmol) in DMSO (40 mL) was added dropwise over 5 min and the resulting mixture was stirred at room temperature for 24 h. The mixture was poured into ice water (400 mL) and acidified with HCl to pH~2. The resulting solid was filtered off, washed with water (3¡Á50 mL). The crude product was purified as described below.

As the paragraph descriping shows that 14098-24-9 is playing an increasingly important role.

Reference£º
Article; Bogaschenko, Tatiana Yu.; Lyapunov, Alexander Yu.; Kikot’, Leonid S.; Mazepa, Alexander V.; Botoshansky, Mark M.; Fonari, Marina S.; Kirichenko, Tatiana I.; Tetrahedron; vol. 68; 24; (2012); p. 4757 – 4764;,
Chiral Catalysts
Chiral catalysts – SlideShare

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4488-22-6,[1,1′-Binaphthalene]-2,2′-diamine,as a common compound, the synthetic route is as follows.

General procedure: In a typical experiment Pd(OAc)2 (5.6 mg, 0.025 mmol), triphenylphosphine (13.2 mg, 0.05 mmol), 17-iodo-5alpha-androsta-16-ene 1 (0.5 mmol), 2,2′-diamino-1,1′-binaphthalene 2 (varied from 1.0 mmol to 0.125 mmol) and triethylamine (0.5 mL) were dissolved in DMF (10 mL) under argon in a 100 mL 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 conducted for the given reaction time upon stirring at 50 C and analysed by TLC. The mixture was then concentrated and evaporated to dryness. The residue was dissolved in chloroform (20 mL) and washed with water (3 20 mL), 5% hydrochloric acid (20 mL), saturated NaHCO3 (20 mL) and brine (20 mL). The organic phase was dried over Na2SO4, filtered and evaporated to give a solid material. All compounds were subjected to column chromatography (Silicagel 60 (Merck), 0.063-0.200 mm), EtOAc/CHCl3 or hexane/CHCl3 (the exact ratios are specified in Section 4.4 for each compound). 4.3. Characterisation of the products (Fig. 3) (Sax)-3: Yield: 410 mg (72%). Off-white yellow solid, mp 137-142 C; [Found: C, 84.55; H, 7.65; N, 4.70; C40H44N2O requires C,84.46; H, 7.80; N, 4.93]; Rf (5% EtOAc/CHCl3) 0.68. 1H NMR (CDCl3) delta: 8.94 (1H, d, 9.0 Hz, H-30), 8.03 (1H, d, 9.0 Hz, H-40), 7.94 (1H, d,8.2 Hz, H-50), 7.87 (1H, d, 8.5 Hz, H-300), 7.82 (1H, d, 7.5 Hz, H-400), 7.43 (1H, dt, 6.3 Hz, 1.6 Hz, H-60), 7.35 (1H, s, NH), 7.31 (1H, dt,8.5 Hz, 0.8 Hz, H-70), 7.29-7.26 (2H, m, H-600 , H-600), 7.23 (1H, dt,6.8 Hz, 1.1 Hz, H-700), 7.16 (1H, d, 8.7 Hz, H-80), 6.96 (1H, d, 8.2 Hz,H-800), 6.21 (1H, dd, 2.9 Hz, 1.5 Hz, H-16), 3.69 (2H, s, NH2), 2.05 (1H, ddd, 16.7 Hz, 6.5 Hz, 3.4 Hz, 15-CHaHb), 1.78 (1H, ddd,16.7 Hz, 11.9 Hz, 1.4 Hz, 15-CHaHb), 1.07-0.54 (23H, m, skeleton protons), 0.78 (3H, s, 19-CH3), 0.62 (3H, s, 18-CH3). 13C NMR (CDCl3) delta: 163.6, 150.4, 143.0, 140.0, 135.7, 133.8, 132.5. 131.1, 130.3, 129.3, 128.3, 128.2, 128.1, 127.5, 126.8, 125.3, 124.9, 123.6, 122.8, 120.4, 119.7, 118.1, 110.5, 56.8, 54.7, 47.2, 45.3, 38.4, 36.3, 34.2, 33.7, 31.8, 31.4, 29.0, 28.8, 26.8, 22.2, 20.5, 16.0, 12.1. IR (KBr, m(cm1)): 3440 (amide-NH), 3398 (NH2), 1665 (CON), 1620 (CC). MS m/z (rel int.): 569.4 (100, (M+H)+), 381 (9), MS/MS m/z (relint.): 551.4 (29), 285.2 (100). [alpha]D20 = 37.1 (c 1.34, CHCl3). (Rax)-3: Yield: 114 mg (20%). Off-white solid substance; [Found:C, 84.30; H, 7.66; N, 4.77; C40H44N2O requires C, 84.46; H, 7.80; N,4.93]; Rf (5% EtOAc/CHCl3) 0.72. 1H NMR (CDCl3) delta: 8.95 (1H, d,9.0 Hz, H-30), 8.03 (1H, d, 9.0 Hz, H-40), 7.93 (1H, d, 7.9 Hz, H-50), 7.87 (1H, d, 8.9 Hz, H-300), 7.82 (1H, d, 7.8 Hz, H-400), 7.43 (1H, dt,6.4 Hz, 1.2 Hz, H-60), 7.36 (1H, s, NH), 7.31 (1H, dt, 8.6 Hz, 0.8 Hz,H-70), 7.29-7.26 (2H, m, H-6”, H”), 7.23 (1H, dt, 6.9 Hz, 1.5 Hz,H-7”), 7.16 (1H, d, 8.5 Hz, H-8′), 6.96 (1H, d, 8.4 Hz, H-8”), 6.21 (1H, dd, 3.1 Hz, 1.5 Hz, H-16), 3.69 (2H, s, NH2), 2.05 (1H, ddd, 16.3 Hz, 6.4 Hz, 3.4 Hz, 15-CHaHb), 1.78 (1H, ddd, 16.6 Hz,11.7 Hz, 2.0 Hz, 15-CHaHb), 1.07-0.53 (23H, m, skeleton protons), 0.77 (3H, s, 19-CH3), 0.31 (3H, s, 18-CH3). 13C NMR (CDCl3) delta: 163.5, 150.4, 143.1, 140.2, 135.7, 133.8, 132.4, 131.1, 130.3, 129.3, 128.4, 128.3, 128.2, 127.5, 126.8, 125.3, 124.9, 123.6,122.8, 120.4, 119.7, 118.0, 110.6, 56.8, 54.8, 47.2, 45.2, 38.4, 36.3, 34.2, 33.7, 31.7, 31.4, 29.0, 28.8, 26.8, 22.2, 20.5, 15.5, 12.1. IR(KBr, m (cm1)): 3441 (amide-NH), 3396 (NH2), 1665 (CON), 1620 (CC). MS m/z (rel int.): 569.4 (100, (M+H)+), 381 (9), MS/MS m/z (rel int.): 551.4 (29), 285.2 (100). [alpha]D20 = +191.5 (c 0.914, CHCl3). (Sax)-4: Yield: 102 mg (12%). Beige solid substance; [Found: C,84.31; H, 8.35; N, 3.12; C60H72N2O2 requires C, 84.45; H, 8.51; N,3.28]; Rf (10% hexane/CHCl3) 0.69. 1H NMR (CDCl3) alpha: 8.94 (2H, d,9.2 Hz, H-3′), 8.08 (2H, d, 9.2 Hz, H-4′), 7.95 (2H, d, 8.2 Hz, H-5′),7.46 (2H, dt, 7.2 Hz, 0.9 Hz, H-6′), 7.35 (2H, dt, 7.2 Hz, 0.9 Hz, H-7′), 7.1 (2H, d, 9.3 Hz, H-8′), 7.13 (2H, s, NH), 6.05 (2H, dd, 3.1 Hz, 1.5 Hz, H-16), 2.02 (2H, ddd, 16.8 Hz, 6.4 Hz, 3.1 Hz, 15-CHaHb), 1.88 (2H, dd, 9.9 Hz, 3.1 Hz, 14-CH), 1.75 (2H, ddd, 16.8 Hz,11.7 Hz, 1.5 Hz, 15-CHaHb), 1.69-0.54 (44H, m, skeleton protons), 0.77 (6H, s, 19-CH3), 0.57 (6H, s, 18-CH3). 13C NMR (CDCl3) alpha: 163.6, 150.2, 140.0, 136.0, 135.2, 132.4, 131.3, 130.0, 128.2,127.5, 125.3, 124.9, 120.5, 118.1, 56.6, 54.8, 47.2, 45.4, 38.4, 36.3, 34.2, 33.6, 31.7, 31.4, 29.0, 28.8, 26.8, 22.1, 20.5, 16.1, 12.1. IR (KBr, m (cm1)): 3408 (amide-NH), 1677 (CON), 1621 (CC). MS m/z (rel int.): 853.6 ((M+H)+); 875.6 ((M+Na)+), 891.5 ((M+K)+). [alpha]D20 = +12.0 (c 0.418, CHCl3). (Rax)-4: Yield: 85 mg (10%). Beige solid substance; [Found: C,84.28; H, 8.30; N, 3.06; C60H72N2O2 requires C, 84.45; H, 8.51; N,3.28]; Rf (10% hexane/CHCl3) 0.74. 1H NMR (CDCl3) alpha: 8.95 (2H, d,9.0 Hz, H-3′), 8.08 (2H, d, 9.0 Hz, H-4′), 7.96 (2H, d, 7.8 Hz, H-5′), 7.46 (2H, dt, 7.8 Hz, 0.9 Hz, H-6’…

#N/A

Reference£º
Article; Mikle, Gbor; Boros, Borbla; Kollr, Lszl; Tetrahedron Asymmetry; vol. 25; 23; (2014); p. 1527 – 1531;,
Chiral Catalysts
Chiral catalysts – SlideShare

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.

125 mL of ethanol, 95 mL of water and 5.6 mL of 1 N hydrochloric acid were added to 2.4 g (5.60 mmol) of a mixture of the sodium salt of (3R)-3-benzyloxycarbonylamino-(S)-1-amino(sulfoamino)phosphinyl-2-piperidone and the sodium salt of (3R)-3-benzyloxycarbonylamino-(R)-1-amino(sulfoamino)phosphinyl-2-piperidone at about 1:1, and 2.63 mg (12.3 mmol) of (1R,2S)-(-)-2-amino-1,2-diphenylethanol; and the reaction liquid was stirred while being heated. Both compounds were completely dissolved at an inner temperature of about 50C, heating was stopped, and the reaction liquid was left till the inner temperature becomes room temperature. The precipitated crystal was taken through a filter, and 1.95 g of a salt of (3R)-3-benzyloxycarbonylamino-(S)-1-amino(sulfoamino) phosphinyl-2-piperidone with 2{(1R,2S)-(-)-2-amino-1,2-diphenylethanol} (2.34 mmol, an optical purity (d.e.) of 95.6%, and a yield of 42%) was obtained. As a result of measuring the optical purity (d.e.) of the filtrate, the filtrate proved to contain (3R)-3-benzyloxycarbonylamino-(R)-1-amino(sulfoamino)phosphinyl-2-piperidone of 83.4% (d.e.). salt of (3R)-3-benzyloxycarbonylamino-(S)-1-amino(sulfoamino)phosphinyl-2-piperidone with 2{(1R,2S)-(-)-2-amino-1,2-diphenylethanol}1H-NMR (200MHzFT, TMS, CD3OD) 1.55-1.77 (2H, m), 1.85-2.05 (2H, m), 3.00-3.80 (2H, m), 4.18-4.30 (3H, m), 4.86 (2H, d, J=4.8 Hz), 5.08 (2H, s), 7.07-7.43 (25H, m)

As the paragraph descriping shows that 23190-16-1 is playing an increasingly important role.

Reference£º
Patent; Nippon Kayaku Kabushiki Kaisha; ZAIDAN HOJIN BISEIBUTSU KAGAKU KENKYU KAI; EP1457494; (2004); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

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

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%.

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

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

4488-22-6, [1,1′-Binaphthalene]-2,2′-diamine is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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%).

As the paragraph descriping shows that 4488-22-6 is playing an increasingly important role.

Reference£º
Article; Takeda, Youhei; Okazaki, Masato; Maruoka, Yoshiaki; Minakata, Satoshi; Beilstein Journal of Organic Chemistry; vol. 11; (2015); p. 9 – 15;,
Chiral Catalysts
Chiral catalysts – SlideShare

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.173035-10-4,1,3-Dimesityl-4,5-dihydro-1H-imidazol-3-ium chloride,as a common compound, the synthetic route is as follows.

General procedure: The appropriate salt 2 (52.44 mmol) was added to a solution of potassium tert-butoxide (6.72 g, 59.93 mmol) in THF (30 mL). Thereaction mixture was stirred at 25 C for 15 min and then filtered.The filtrate was added to a solution of complex 3 (30.00 g,37.46 mmol) in toluene (900 mL). The reaction mixture wasstirred at 80 C for 1.5 h, cooled to 25 C, and filtered. The solvent was removed in vacuo. The red-brown precipitate wassuspended in hexane (500 mL). Then the precipitate was filtered, successively washed with hexane and methanol, and driedin vacuo at 45 C.

As the paragraph descriping shows that 173035-10-4 is playing an increasingly important role.

Reference£º
Article; Shcheglova; Kolesnik; Ashirov; Krasnokutskaya; Russian Chemical Bulletin; vol. 65; 2; (2016); p. 490 – 497; Izv. Akad. Nauk, Ser. Khim.; vol. 65; 2; (2016); p. 490 – 497,8;,
Chiral Catalysts
Chiral catalysts – SlideShare

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.14098-24-9,Benzo-18-crown 6-Ether,as a common compound, the synthetic route is as follows.

Concentrated nitric acid (0.25 ml) was added to a stirring solution of benzo-18-crown-6 (12) (0.25 g, 0.81 mmol) in dichloromethane (15 ml). The solution was allowed to stir at room temperature for 24 hours. The organic layer was washed with water (3 x 30 ml), dried over sodium sulfate, filtered and the solvent removed under reduced pressure. The isolated oily product solidified upon standing to give 0.28 g of (13) as a yellow crystalline solid (0.78 mmol, 96 % yield). 1H n. m. r. of the crude indicated the presence of product and also dichloromethane. The product was allowed to dry for another 24 hours before its employment in subsequent reactions. Melting point: 82-83 C (Literature mp: 80-81 C)31. Decompostion at: 312 C. 1H n. m. r. (300 MHz, CDCl3): delta 7.88 (dd, 1H, J 8.9 Hz, 2.6 Hz, Ar-H); 7.74 (d, 1 H, J 2.6 Hz, Ar-H); 6.89 (d, 1 H, J 8.9 Hz, Ar-H); 4.24 (m, 4H, OCH2); 3.95 (m, 4H, OCH2); 3.77 (m, 4H, OCH2); 3.72 (m, 4H, OCH2); 3.68 (s, 4H, OCH2). 13C n. m. r. (75 MHz, CDCl3): delta 154.3, (C4); 148.4, (C2); 141.3, (C1); 117.9, (C5); 111.2, (C6); 108.1, (C3); 70.99, (OCH2); 70.98, (OCH2); 70.8, (OCH2); 70.7, (OCH2); 70.60, (OCH2); 70. 57, (OCH2); 69.23, (OCH2); 69.17, (OCH2); 69.1, (OCH2). IR (Nujol): 1587, m; 1520, s; 1464, s; 1338, s; 1276, s; 1128, s; 864, w. Mass spectrum (ESI,+ve): m/z 358.1 [M]+; 381.1 [M + Na]+.

The synthetic route of 14098-24-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Monash University; WO2003/99762; (2003); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

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

153 g of 4-amino-5-(ethylsulfonyl)-2-methoxybenzoic acid and 789 g of acetone were placed in a flask fitted with a stir bar, a thermocouple and a nitrogen line. The solution was cooled to -8 C., and then 70.4 g of ethyl chloroformate was added to the flask. An addition funnel was fitted to the flask and 79.3 g of 4-methyl morpholine was added drop wise, maintaining the temperature below 0 C. The mixture was agitated at -8 C. and then 55 g of (S)-(1-ethylpyrrolidin-2-yl)methanamine was added drop wise. The mixture was agitated at 0 C. for 1 hour, warmed to ambient temperature and then further agitated at ambient temperature to provide S-4-Amino-N-[(1-ethyl-2-pyrrolidinyl)methyl]-5-(ethylsulfonyl)-2-methoxybenzamide starting material. The reaction was then concentrated to minimum volume and 822 g of water, followed by 311 g of ethyl acetate, was added. The mixture was agitated and the organic layer removed. The solution was heated to 35 C. and 755 g of ethyl acetate and 326 g of 40 wt % potassium carbonate (aq) were added. The mixture was agitated, the phases allowed to separate, and the aqueous layer removed. Then 296 g of water of water was added, the mixture agitated, the phases allowed to separate and the aqueous layer removed. 302 g of water was added, the mixture agitated, the phases allowed to separate and the aqueous layer removed. The organic layer was transferred to a flask with a mechanical stirrer, a thermocouple and a nitrogen line. The organic layer was concentrated to dryness and 531 g of ethyl acetate was added. After agitation, the solution was concentrated to 400 mL. Then 305 g of ethyl acetate was added and the solution was concentrated to 400 mL and was 0.35 wt % water by Karl Fischer titration. The solution was then cooled to 30 C. and seeded with 300 mg of S-4-Amino-N-[(1-ethyl-2-pyrrolidinyl)methyl]-5-(ethylsulfonyl)-2-methoxybenzamide and a slurry formed. The solution was then cooled to 20 C. and agitated, and 495 g of methyl t-butyl ether was added. The slurry was then filtered, washed with 3:1 wt/wt methyl t-butyl ether:ethyl acetate and dried. 160.7 g of S-4-Amino-N-[(1-ethyl-2-pyrrolidinyl)methyl]-5-(ethylsulfonyl)-2-methoxybenzamide was obtained as a crystalline solid, representing a yield of about 74%.

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

Reference£º
Patent; Sunovion Pharmaceuticals Inc.; Hopkins, Seth Cabot; Koblan, Kenneth Stephen; Snoonian, John R.; Wilkinson, Harold Scott; (95 pag.)US2019/167635; (2019); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare