Extracurricular laboratory: Synthetic route of 33100-27-5

As the rapid development of chemical substances, we look forward to future research findings about 33100-27-5

1,4,7,10,13-Pentaoxacyclopentadecane, cas is 33100-27-5, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,33100-27-5

A suspension of H3MST (323mg, 0.467mmol) and NaH (34.7mg, 1.45mmol) in 5mL of DMA was allowed to stir for 45min. After H2 evolution ceased, In(OAc)3 (137mg, 0.469mmol) was added and the solution stirred vigorously. After 2h, 5mL of Et2O was added and the solution stirred for an additional 30min, followed by filtration (see Note). The filtrate was concentrated to dryness under reduced pressure, then the residue was triturated with Et2O and dried to afford a white precipitate. The solid was collected in a medium-porosity glass fritted funnel, washed with Et2O and pentane, and dried in vacuo to yield 356mg (?90percent) of a white powder, which was used without further purification. 1H NMR (500MHz, DMSO-d6, ppm): 2.22 (s, 9H), 2.52 (br t, 6H), 2.58 (s, 18H), 2.80 (br t, 6H), 6.87 (s, 6H). A suspension of this white powder that was assumed to be [InMST] (117mg, 0.145mmol), NaOH (6.3mg, 0.16mmol) and 15-crown-5 (46muL, 0.23mmol) in 4mL THF was allowed to stir for 8h, after which the mixture was filtered with a medium-porosity glass fritted funnel into a vial. Diethyl ether was slowly allowed to diffuse into the vial and within 1day a white powdery residue formed, which was removed via filtration and the filtrate was again exposed to Et2O vapor. Over the next 5days colorless crystals formed, which were collected, washed with Et2O, and dried in vacuo to yield 65mg (40percent) of the product. 1H NMR (500MHz, CDCl3, ppm): 1.79 (s, OH), 2.26 (s, 9H), 2.58 (t, 6H), 2.72 (s, 18H), 2.92 (t, 6H), 3.62 (m, 20H), 6.87 (s, 6H). 13C{1H} NMR (500MHz, CDCl3, ppm): 21.0, 23.6, 40.2, 52.9, 69.4, 131.4, 136.5, 139.4, 140.0. FTIR (Nujol, selected bands, cm?1) nu(OH) 3561; 1602, 1563, 1113, 975, 817, 653. Anal. Calc. for [15-crown-5?NaI-(mu-OH)-InIIIMST], C47H76InN4NaO13S3: C, 49.24; H, 6.64; N, 5.10. Found: C, 49.56; H, 6.72; N, 4.92percent.

As the rapid development of chemical substances, we look forward to future research findings about 33100-27-5

Reference£º
Article; Sickerman, Nathaniel S.; Henry, Rene?e M.; Ziller, Joseph W.; Borovik; Polyhedron; vol. 58; (2013); p. 65 – 70;,
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Application of 63126-47-6

As the rapid development of chemical substances, we look forward to future research findings about 63126-47-6

A common heterocyclic compound, the chiral-catalyst compound, name is (S)-2-(Methoxymethyl)pyrrolidine,cas is 63126-47-6, mainly used in chemical industry, its synthesis route is as follows.,63126-47-6

EXAMPLE 10 ; 8-12-[2-(2-(S)-Methoxymethyl-pyrrolidin-1-yl)-ethyl]-benzofuran-5-yl)-6,7-dihydro-5H-1,4,8a-triaza-s-indacene: Methanesulfonic acid 2-[5-(6,7-dihydro-5H-1,4,8a-triaza-s-indacen-8-yl)-benzo-furan-2-yl]-ethyl ester (0.085 mmol) described above was dissolved in acetonitrile (2 ml) followed by addition of 2-(S)-methoxymethylpyrrolidine (0.85 mmol) and potassium carbonate (0.425 mmol) and heated to 70¡ã C. for 24 hours. The reaction was cooled, filtered and concentrated. The residue was purified via preparative HPLC to give the title compound. [M+1]+ calc’d for C25H29N4O2, 417; found, 417.

As the rapid development of chemical substances, we look forward to future research findings about 63126-47-6

Reference£º
Patent; Athersys, Inc.; US2006/9451; (2006); A1;,
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Downstream synthetic route of 137848-28-3

137848-28-3, The synthetic route of 137848-28-3 has been constantly updated, and we look forward to future research findings.

137848-28-3, (R)-2′-amino-[1,1′-binaphthalen]-2-ol is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a magnetically stirred solution of R-(+)-2-amino-1,1′-binaphthalen-2-ol (0.215g, 0.753mmol) in DMAC (15mL) was slowly added a solution of trans- 1 (0.116 g, 0.378 mmol) in DMAC (10 mL). After the addition was complete, the reaction mixture was stirred in the dark at room temperature for 24 h and then poured into water (300 mL), giving an orange precipitate. The solid was collected by filtration and was then dissolved in CHCl3 (250 mL) and washed with water (3¡Á100 mL) and brine (50 mL). The organic phase was dried over anhydrous sodium sulfate and then concentrated in vacuo to furnish monomer trans-2RR (87% yield) as a bright orange powder. M.p.: >250C (decomposition). 1H NMR (DMSO-d6, 500MHz) delta 9.87 (s, 2H), 9.10 (s, 2H), 8.24-8.28 (m, 2H), 8.13-8.18 (m, 2H), 8.07-8.10 (m, 2H), 8.00-8.05 (m, 2H), 7.93-7.96 (m, 2H), 7.81-7.86 (m, 4H), 7.52-7.59 (m, 6H), 7.46-7.50 (m, 2H), 7.34-7.40 (m, 2H), 7.29-7.33 (m, 2H), 7.20-7.26 (m, 4H), 6.97-7.03 (m, 2H); MS m/e: 805.28 ([M]H+); [alpha]D=(+)207 (c=0.076g/dL, THF).

137848-28-3, The synthetic route of 137848-28-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Lynch, Joseph G.; Jaycox, Gary D.; Polymer; vol. 55; 16; (2014); p. 3564 – 3572;,
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Some tips on 22795-99-9

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

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, 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).

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

Reference£º
Patent; Timmer, Richard T.; Alexander, Christopher W.; Pillarisetti, Sivaram; Saxena, Uday; Yeleswarapu, Koteswar Rao; Pal, Manojit; Reddy, Jangalgar Tirupathy; Krishma Reddy, Velagala Venkata Rama Murali; Sesila Sridevi, Bhatlapenumarthy; Kumar, Potlapally Rajender; Reddy, Gaddam Om; US2004/209882; (2004); A1;,
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Simple exploration of 33100-27-5

As the paragraph descriping shows that 33100-27-5 is playing an increasingly important role.

33100-27-5, 1,4,7,10,13-Pentaoxacyclopentadecane is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The (2S,4R)-4-(tert-butyldimethylsilyloxy)-4-[3-(8-chloro-2-oxo-1,2,3,4-tetrahydroquinolin-6-ylthio)phenyl]-2-methyltetrahydropyran used as a starting material was obtained as follows: Sodium hydride (50percent dispersion in mineral oil, 0.3 g) was added portionwise to a stirred mixture of (2S,4R)-4-hydroxy-4-(3-iodophenyl)-2-methyltetrahydropyran (1.64 g), 1,4,7,10,13-pentaoxacyclopentadecane (hereinafter 15-crown-5, 0.05 g) and THF (30 ml) and the mixture was stirred at ambient temperature for 30 minutes. Tert-butyldimethylsilyl chloride (0.9 g) was added and the mixture was stirred and heated to 60¡ã C. for 6 hours. The mixture was cooled to ambient temperature and partitioned between diethyl ether and a dilute aqueous ammonium chloride solution. The organic solution was washed with brine, dried (Na2 SO4) and evaporated. The residue was purified by column chromatography using increasingly polar mixtures of hexane and ethyl acetate as eluent. There was thus obtained (2S,4R)-4-(tert-butyldimethylsilyloxy)-4-(3-iodophenyl)-2-methyltetrahydropyran (1.9 g, 88percent) as an oil., 33100-27-5

As the paragraph descriping shows that 33100-27-5 is playing an increasingly important role.

Reference£º
Patent; Zeneca Limited; Zeneca Pharma S.A.; US5478842; (1995); A;,
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Some tips on 250285-32-6

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.250285-32-6,1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride,as a common compound, the synthetic route is as follows.

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%., 250285-32-6

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

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;,
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Downstream synthetic route of 141556-45-8

The synthetic route of 141556-45-8 has been constantly updated, and we look forward to future research findings.

141556-45-8, 1,3-Dimesityl-1H-imidazol-3-ium chloride is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of the dimeric Ni(II)-complex in THF (20 mL) wasadded the respective imidazolium chloride (2 equiv.) and KOtBu(2.3 equiv.) or NaHMDS (2.3 equiv.). The reaction mixture washeated to 60 C for 2 h and then left at room temperature overnight.The solvent was removed under reduced pressure and the residuewas extracted into CH2Cl2. This CH2Cl2 solutionwas passed througha short column of alumina. The eluting orange-brown solution wassubsequently evaporated to dryness. Diffusion of cyclohexane intoa THF solution afforded orange-brown crystals after several days.Samples for elemental analysis were further recrystallised fromMeOH., 141556-45-8

The synthetic route of 141556-45-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Clauberg, Maximilian H.; Schmidt, Darya; Rust, Joerg; Lehmann, Christian W.; Arefyeva, Natalia; Wickleder, Mathias; Mohr, Fabian; Journal of Organometallic Chemistry; vol. 881; (2019); p. 45 – 50;,
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New learning discoveries about 22795-99-9

The synthetic route of 22795-99-9 has been constantly updated, and we look forward to future research findings.

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.

(S)-(-)-4-amino-N-[(1-ethylpyrrolidin-2-yl)methyl]-5-(ethylsulfonyl)-2-methoxybenzamide 95 g of 2-methoxy-4-amino-5-ethylsulphonylbenzoic acid dissolved in 370 ml of acetone, in the presence of 37 g of trielthylamine, is treated with 40 g of ethyl chloroformate with 57 g of (S)-(-)-1-ethyl-2-aminomethylpyrrolidine. 115 g of (S)-(-)-N-(1-ethyl-2-pyrrolidinylmethyl)-2-methoxy-4-amino-5-ethylsulphonylbenzamide is obtained (yield=84%)., 22795-99-9

The synthetic route of 22795-99-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Sanofi-Synthelabo; US6169094; (2001); A;,
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Analyzing the synthesis route of 14098-24-9

14098-24-9 Benzo-18-crown 6-Ether 585779, achiral-catalyst compound, is more and more widely used in various fields.

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.

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

14098-24-9 Benzo-18-crown 6-Ether 585779, achiral-catalyst compound, is more and more widely used in various fields.

Reference£º
Article; Zielinski, Matthew E.; Tracy, Adam F.; Klumpp, Douglas A.; Tetrahedron Letters; vol. 53; 14; (2012); p. 1701 – 1704;,
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Simple exploration of 22795-99-9

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

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

Example 24 (S)-(-)-N-[(1-Ethyl-2-pyrrolidinyl)methyl]-3,6-dibenzyloxy-2-methoxybenzamide (Method A) A solution of 3,6-dibenzyloxy-2-methoxybenzamide acid (120 mg, 0.33 mmol), thionyl chloride (120 mg, 1 mmol) and two drops of dimethylformamide as catalyst in 5 ml toluene was stirred at 60¡ã C. for 1.5 h. The solvent was evaporated and the residue dissolved in CH2 Cl2 and evaporated again. This residue was dissolved in 8 ml CH2 Cl2 and a solution of (S)-(-)-1-ethyl-2-aminomethylpyrrolidine (65 mg, 0.5 mmol) in 2 ml CH2 Cl2 was added. After stirring overnight at room temperature the solvent was evaporated and the residue partitioned between 2M HCl and ether. The aqueous phase was made alkaline, extracted with CH2 Cl2, dried (Na2 SO4) and evaporated to give a crude product. Purification by chromatography on SiO2 with iPr2 O/hexane/MeOH/NH3 69:20:10:1 as eluent gave 145 mg (93percent) pure title compound. M.p. 121¡ã-123¡ã C. [alpha ]D22 =-42¡ã (c=2.8, acetone). 1 H NMR (CDCl3)delta7.39 and 7.38)two s, CH2 Ph), 6.89 and 6.59 (AB, 4-H and 5-H), 5.06 and 5.03 (two s, CH2 Ph), 3.95 (s, OMe) ppm. Mass spectrum (EI, 70 eV): m/z 474 (M, 0.13percent), 347 (ArCO, 0.33percent), 98 (100percent), 91 (12percent), 22795-99-9

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

Reference£º
Patent; Astra Lakemedel Akteibolag; US5240957; (1993); A;,
Chiral Catalysts
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