Chiral oxygen ligands

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.538-58-9,1,5-Diphenylpenta-1,4-dien-3-one,as a common compound, the synthetic route is as follows.

General procedure: In a general procedure, dibenzylidene acetone (1 mmol), N,N-dimethylbarbituric acid/barbituric acid/thiobarbituric acid(1 mmol) and 4 mL of ethanol:water (1:1) were taken in a 50 mL round-bottomed flask. 10 mol% of tetrabutyl ammonium bromide (TBAB) was added to the mixture, and the contents were stirred. The reaction mixture was refluxed and the progress of the reaction was monitored by TLC using ethyl acetate:petroleum ether (30:70) as eluent for disappearance of active methylene compounds. After completion of the reaction, the reaction mixture was allowed to cool to room temperature and diluted with water (5 mL). The solid obtained was filtered at pump and washed with water:ethanol (2:1). The product was recrystallized with ethanol. The products were characterized by their spectral data.

The synthetic route of 538-58-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Aggarwal, Komal; Khurana, Jitender M.; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 143; (2015); p. 288 – 297;,
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.538-58-9,1,5-Diphenylpenta-1,4-dien-3-one,as a common compound, the synthetic route is as follows.

General procedure: A mixture of divinyl ketone (0.5 mmol), indolin-2-one (0.6 mmol)and cesium carbonate (0.5 mmol) in methylene chloride (5 mL) wasstirred at room temperature for the appropriate time. Then the resultingmixture was extracted with ethyl acetate (2 ¡Á 5 mL). The combinedorganic layers were dried over anhydrous magnesium sulfate andconcentrated under reduced pressure. The residues were isolated bycolumn chromatography using petroleum ether and ethyl acetate (v/v5 : 1) as eluent to give the pure product.2,6-Diphenylspiro[cyclohexane-1,3?-indoline]-2?,4-dione (2a): Whitesolid; m.p. 216-218 C; 1H NMR (600 MHz, CDCl3): delta 8.70 (s, 1H),7.23-7.20 (m, 3H), 7.00-6.95 (m, 6H), 6.90 (d, J = 7.3 Hz, 2H), 6.72 (t,J = 7.6 Hz, 1H), 6.56 (d, J = 7.7 Hz, 1H), 6.21 (d, J = 7.6 Hz, 1H), 3.96(t, J = 14.3 Hz, 1H), 3.80 (dd, J = 14.0, 3.7 Hz, 1H), 3.69 (t, J = 6.0 Hz,1H), 3.62 (dd, J = 16.1, 6.0 Hz, 1H), 2.99 (dd, J = 16.1, 5.9 Hz, 1H),2.72 (dd, J = 15.8, 3.4 Hz, 1H); 13C NMR (150 MHz, CDCl3): delta 211.4,180.9, 140.2, 139.9, 138.0, 130.0, 129.3, 128.2, 128.1, 128.0, 127.9,127.4, 127.2, 125.9, 121.4, 109.3, 56.0, 46.6, 45.5, 42.7, 41.9; Anal.calcd for C25H21NO2: C, 81.72; H, 5.76; N, 3.81; found: C, 81.66; H,5.78; N, 3.80%.

As the paragraph descriping shows that 538-58-9 is playing an increasingly important role.

Reference£º
Article; Li, Zheng; Li, Jiasheng; Yang, Jingya; Journal of Chemical Research; vol. 41; 3; (2017); p. 168 – 171;,
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.24621-61-2,(S)-Butane-1,3-diol,as a common compound, the synthetic route is as follows.

p-Toluenesulfonyl chloride (381 mg, 1 .68 mmol) was dissolved in anhydrous DCM (10 mL) at RT under N2. (s)-(+)-1 ,3-butandiol (300 muIota_, 3.33 mmol) was added followed by NEt3 (450 muIota_, 3.33 mmol) and the solution stirred for 18 h. The solution was partitioned with H2O (15 mL) and extracted with DCM (3 x 10 mL), Combined organic fractions were dried by phase separator and the mixture loaded onto silica for purification by flash chromatography. The desired compound A32 was isolated as a clear oil (144 mg, 29%); -NMR (400 MHz, DMSO-c/6): delta 7.78 (d, J = 8.0 Hz, 2H), 7.48 (d, J = 8.0 Hz, 2H), 4.56 (d, J = 5.0 Hz, 1 H), 4.12-4.00 (m, 2H), 3.65-3.57 (m, 1 H). 2.43 (s, 3H), 1 .69-1 .54 (m, 2H), 1 .00 (d, J = 6.0 Hz, 3H).

As the paragraph descriping shows that 24621-61-2 is playing an increasingly important role.

Reference£º
Patent; IMPERIAL INNOVATIONS LIMITED; SCHNEIDER, Michael; NEWTON, Gary; CHAPMAN, Katie; PERRIOR, Trevor; JARVIS, Ashley; LOW, Caroline; AQIL, Rehan; FISHER, Martin; BAYFORD, Melanie; CHAPMAN, Nicholas; MARTIN, Nicholas; REISINGER, Tifelle; NEGOITA-GIRAS, Gabriel; (260 pag.)WO2019/73253; (2019); A1;,
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.24621-61-2,(S)-Butane-1,3-diol,as a common compound, the synthetic route is as follows.

Step E (2-TOLUENE-4-SULFONIC acid 3-hydroxy-butyl ester; A solution of (S)- (+)-1, 3-butanediol (9.5 g, 0.105 mol) and Et3N (12.8 g, 0.126 mol) in CH2C12 (200 mL) is treated with dibutyltin oxide (0.52 g, 2.08 mmol) and THENP-TOLUENESULFONYL chloride (20.09 g, 0.105 mol) is added as a solid in portions over 30 minutes at rt. The resultant mixture is stirred at rt for 17 hours under N2. The reaction is quenched with 1 N HC1 (50 mL), diluted with water and extracted with EtOAc. The organic layer is dried (NA2SO4), and the solvent is removed in vacuo to afford crude product that is absorbed on silica gel and purified by flash chromatography using 98/2 CH2C12/ACN (to elute the unreactedp-toluenesulfonyl chloride) and then 2/1 hexanes/acetone to afford 18. 67 g (73%) the title compound. Rf== 0.23, Rf bis-tosylate = 0.53 (98/2 CH2C12/ACN).

The synthetic route of 24621-61-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ELI LILLY AND COMPANY; WO2005/19151; (2005); A1;,
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

24621-61-2, (S)-Butane-1,3-diol is a chiral-oxygen-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Triethylamine (1.173 g) is added dropwise to a solution of 2.246 g triisopropylchlorosilane and 1 g (S)-(+)-1,3-butanediol in 15 ml of dry tetrahydrofuran. The mixture is stirred for 48 hours at room temperature, then is diluted with 400 ml of tert-butyl methyl ether and washed respectively with 30 ml 1N HCl, 50 ml water and 50 ml of brine. The organic phase is dried (sodium sulphate), filtered and evaporated to dryness. The residue is purified by means of flash column chromatography (SiO2 60F) to provide the title compound as a colorless oil. Rf=0.31 (EtOAc-heptane 1:5).

24621-61-2 (S)-Butane-1,3-diol 446973, achiral-oxygen-ligands compound, is more and more widely used in various.

Reference£º
Patent; Herold, Peter; Mah, Robert; Stutz, Stefan; Tschinke, Vincenzo; Schumacher, Christoph; Stojanovic, Aleksandar; Jotterand, Nathalie; Behnke, Dirk; US2007/167433; (2007); A1;,
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

24621-61-2, (S)-Butane-1,3-diol is a chiral-oxygen-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of (S)-1,3-butanediol (807 mg) in DMF (10 mL) at 0C was added potassium t-butoxide (7.2 mL of a 1M solution in THF). After 1 h, the mixture was cooled to -20C and then 2-chloro-3-(4-methylsulfonyl)phenyl-5-trifluoromethylpyridine (1 g) was added as a solid. The resulting mixture was stirred for 24 h, warming to r.t. To the mixture was added saturated NH4Cl and the mixture was extracted with ethyl acetate. The organics were dried (MgSO4) and concentrated. Flash chromatography (1:1 hexane/ethyl acetate) provided the title compound as a white solid (323 mg).1H NMR (300 MHz, acetone-d6): d 1.15 (d, 3H), 1.75-2.00 (m, 2H), 3.15 (s, 3H), 3.65 (d, 1H), 3.85-4.00 (m, 1H), 4.60 (dd, 2H), 7.95 (d, 2H), 8.03 (d, 2H), 8.10 (d, 1H), 8.57 (d, 1H).

As the paragraph descriping shows that 24621-61-2 is playing an increasingly important role.

Reference£º
Patent; MERCK FROSST CANADA & CO.; EP1012142; (2004); B1;,
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

24621-61-2, (S)-Butane-1,3-diol is a chiral-oxygen-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE INEL SynthesisPreparation of (3S)-1-p-Toluenesulfonyloxy-3-triethylsilyloxy-butane (2); To a stirred solution of the (S)-(+)-1,3-butanediol 1 (1 g, 11.1 mmol), DMAP (30 mg, 0.25 mmol) and Et3N (4.6 mL, 3.33 g, 33 mmol) in anhydrous methylene chloride (20 mL)p-toluenesulfonyl chloride (2.54 g, 13.3 mmol) was added at 0 C. The reaction mixture was stirred at 4 C. for 22 h. Methylene chloride was added and the mixture was washed with water, dried (Na2SO4) and concentrated under reduced pressure. A residue was chromatographed on silica gel with hexane/ethyl acetate (8:2, then 1:1) to afford the tosylate (2.31 g, 85% yield) as colorless oil.To a stirred solution of the tosylate (2.31 g, 9.5 mmol) and 2,6-lutidine (1.2 mL, 1.12 g, 10.5 mmol) in anhydrous methylene chloride (15 mL) triethylsilyl trifluoromethanesulfonate (2.1 mL, 2.51 g, 9.5 mmol) was added at -50 C. The reaction mixture was allowed to warm to room temperature (4 h) and stirring was continued for additional 20 h. Methylene chloride was added and the mixture was washed with water, dried (Na2SO4) and concentrated under reduced pressure. A residue was chromatographed on silica gel with hexane/ethyl acetate (97:3) to afford the product 2 (2.71 g, 80% yield) as a colorless oil:[alpha]D+18.0 (c 2.38, CHCl3); 1H NMR (400 MHz, CDCl3) delta7.77 (2H, d, J=8.2 Hz, o-HTs), 7.33 (2H, d, J=8.2 Hz, m-HTs), 4.10 (2H, t, J=6.1 Hz, 1-H2), 3.90 (1H, m, 3-H), 2.43 (3H, s, McTs), 1.72 (2H, m, 2-H2), 1.10 (3H, d, J=6.2 Hz, 4-H3), 0.88 (9H, t, J=8.0 Hz, 3¡ÁSiCH2CH3), 0.50 (6H, q, J=8.0 Hz, 3¡ÁSiCH2CH3); 13C NMR (100 MHz) delta 144.62 (s, p-CTs), 133.03 (s, i-CTs), 129.72 (d, m-CTs), 127.82 (d, o-CTs), 67.78 (t, C-1), 64.46 (d, C-3), 38.47 (t, C-2), 23.82 (q, C-4), 21.52 (q, MeTs), 6.71 (q, SiCH2CH3), 4.77 (t, SiCH2CH3); MS (EI) m/z 359 (5, MH+), 329 (87, M+ -C2H5), 259 (100), 233 (54), 197 (50), 179 (74), 163 (40), 149 (48), 135 (38), 115 (53), 91 (71); exact mass calculated for C15H25O4SSi (M+ -C2H5) 329.1243, found 329.1239.

24621-61-2 (S)-Butane-1,3-diol 446973, achiral-oxygen-ligands compound, is more and more widely used in various.

Reference£º
Patent; WISCONSIN ALUMNI RESEARCH FOUNDATION; US2007/191316; (2007); A1;,
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4254-15-3,(S)-Propane-1,2-diol,as a common compound, the synthetic route is as follows.

To (S)-propane diol (4.89 g, 64.2 mmol) in DCM (20 ml_) at -20 0C (CO2/ ethylene glycol bath) was added TEA (11.2 ml_, 80.3 mmol) followed by p-toluenesulfonyl chloride (12.3 g, 64.3 mmol) in DCM (26 mL) dropwise over 30 minutes. The cold bath was allowed to expire while stirring for 26h. DCM was added and the reaction was washed with 1 N HCI, water, and brine. The organic layer was dried (MgSO4), filtered, and concentrated in vacuo. The residue was purified by silica gel chromatography (0-40% EtOAc/Hex over 40 minutes) to provide the tosylate (8.37 g, 36 .4 mmol).

As the paragraph descriping shows that 4254-15-3 is playing an increasingly important role.

Reference£º
Patent; SCHERING CORPORATION; WO2009/5645; (2009); A1;,
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

4254-15-3, (S)-Propane-1,2-diol is a chiral-oxygen-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Compound I (1.5 gm, 3.8 mmol) was dissolved in MTBE (8 mL); the solution was slightly cloudy. To this was added (S)-1,2-propane diol[(S)-PG] (397 mg, 2 mL in MTBE). The reaction was stirred for five minutes; no solid was observed. Optionally, it is preferred, but not entirely necessary to add seed crystals (5 mg), at this stage, as is commonly known to one skilled in the art. Immediately cloudiness appeared and crystallization was observed. The reaction was stirred for 24 hr at room temperature, then filtered, and solid obtained was further dried in a desiccator at RT. A total of 1.10 gm complex was isolated. Mother liquor was cooled and an additional 0.5 gm complex was produced after drying. A total 1.55 gm (83percent) product was isolated.The seed crystals employed may be prepared by dissolving compound I in MTBE and treating the resulting solution with (S)-propylene glycol and proceeding as described above (without seeding) to form crystalline compound Ia.

The synthetic route of 4254-15-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Bristol-Myers Squibb Company; US2008/287529; (2008); A1;,
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

538-58-9, 1,5-Diphenylpenta-1,4-dien-3-one is a chiral-oxygen-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A solution of N,N-dimethyl barbituric acid (1) (2 mmol) and diarylidene acetone derivatives (2a-p) (2 mmol) in 10 mL of dry CH2Cl2 were charged into a 50 mL round bottom flask under inert atmosphere. Et2NH (2.5 mmol) was then added to the reaction mixture and stirred at room temperature for up to 1.5-2 h, until TLC showed complete consumption of both the reactants. After completion of the reaction, the crude product was directly subjected to column chromatography, using 100-200 mesh silica gel and ethyl acetate/n-hexane (2:8, v/v) as an eluent to afford the pure products 3a-p. The solid products were further crystallized from a mixture of CHCl3/n-heptane. 4.2.1 2,4-Dimethyl-7,11-diphenyl-2,4-diazaspiro[5.5]undecane-1,3,5,9-tetraone (3a) Diarylidene acetone 2a (468.2 mg, 2 mmol) reacted with compound 1 (312.1 mg, 2 mmol) according to GP1 yielded white solid spiro-product 3a (765 mg, 1.96 mmol, 98%); mp 125-127 C; 1H NMR (400 MHz, CDCl3) delta: 2.59 and 2.63 (dd, 2H, J = 15.36 Hz, 4.40 Hz, CH2(e)), 2.85 (s, 3H, -NCH3), 3.01 (s, 3H, -NCH3), 3.72 (t, 2H, J = 14.7 Hz, CH2(a)), 3.99 and 4.03 (dd, 2H, J = 14.7 Hz, 4.40 Hz, CH), 7.06-7.08 (m, 4H, Ar-H), 7.21-7.26 (m, 6H, Ar-H); 13C NMR (100 MHz, CDCl3) delta: 27.98, 28.39, 42.99, 50.55, 60.95, 127.56, 128.69, 128.94, 137.17, 149.70, 169.04, 170.71, 208.29; IR (KBr, cm-1) numax = 2959, 2925, 1716, 1675, 1484, 1422, 1381, 1125, 755, 706; [Anal. Calcd for C23H22N2O4: C, 70.75; H, 5.68; N, 7.17; Found: C, 70.69; H, 5.65; N, 7.01]; LC/MS (ESI, m/z): [M+], calculated 390.21, C23H22N2O4 found 390.16; CCDC-1007513.

As the paragraph descriping shows that 538-58-9 is playing an increasingly important role.

Reference£º
Article; Barakat, Assem; Islam, Mohammad Shahidul; Al-Majid, Abdullah Mohammed; Ghabbour, Hazem A.; Fun, Hoong-Kun; Javed, Kulsoom; Imad, Rehan; Yousuf, Sammer; Choudhary, M. Iqbal; Wadood, Abdul; Bioorganic and Medicinal Chemistry; vol. 23; 20; (2015); p. 6740 – 6748;,
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate