November 23, 2020 | Chiral oxygen ligands

Extended knowledge of (2S,3S)-Butane-2,3-diol

In every case, we must determine the overall rate law from experimental data and deduce the mechanism from the rate law (and sometimes from other data). you can also browse my other articles about 19132-06-0 if you are interested.

An elementary termolecular reaction involves the simultaneous collision of three atoms, molecules, or ions.(2S,3S)-Butane-2,3-diol, cas is 19132-06-0. Here is a downstream synthesis route of the compound 19132-06-0, 19132-06-0

To a 500-mL, 3-necked round-bottomed flask (equipped with a water- cooled reflux condenser and an HCI trap) was added (2s,3s)-(-f-)-2.3-butanediol (Aldrich, Milwaukee Wisconsin)(1500 nil, 166 mniol) and CCI4 (120 ml). Thionyl chloride. reagentplus (14.57 ml, 200 mmoi) was then added drop wise viaa syringe over a period of 20 minutes and the resulting mixture was heated to98 C for 45 minutes, then it was allowed to cool to room temperature. Rf ofintermediate == 0.42 eluting with 50% EtOAc in heptanes; use KMNO4 to visualizecompound, The reaction mixture was then cooled in an ice-water bath. MeCN(120 mL) and water (150 rnL) were added followed by ruthenium(111) chloride(0.035g. 0.166 nunol). Sodium periodate (53.4 g, 250 rnmol) was then addedslowly portion wise over 30 minutes. The resulting biphasic brown mixture was stirred vigorously whie allowed to reach room temperature for a period of 1.5 hour (internal temperature never increased above room temperature). TLC (50% EtOAc in heptanes) showed complete conversion. The crude mixture was thenpoured into ice water and extracted twice with 300 ml of diethyl ether. The combined organic layers were washed once with 200 ml of saturated sodium bicarbonate, washed once with 200 nil of brine, dried over sodium sulfate and concentrated by rotary evaporation to give (4S.5 S)-4,5-dimethyi- 1,3,2- dioxathiolane 2,2-dioxide (21.2 g, 139 mmoi) as a red oil.

Reference£º
Patent; AMGEN INC.; BROWN, Sean P.; BEDKE, David Karl; DEGRAFFENREID, Michael R.; FU, Jiasheng; LI, Zhihong; GONZALEZ LOPEZ DE TURISO, Felix; GONZALEZ BUENROSTRO, Ana; GRIBBLE, Jr., Michael W.; JOHNSON, Michael G.; KOHN, Todd J.; LI, Kexue; LI, Yunxiao; LIZARZABURU, Mike Elias; REW, Yosup; TAYGERLY, Joshua; WANG, Yingcai; YAN, Xuelei; YU, Ming; ZHU, Jiang; ZANCANELLA, Manuel; JIAO, Xian Yun; ZHU, Liusheng; WANG, Xianghong; MEDINA, Julio C.; DUQUETTE, Jason A.; HOUZE, Jonathan B.; VIMOLRATANA, Marc; CARDOZO, Mario G.; CHENG, Alan C.; (2426 pag.)WO2017/147410; (2017); 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

Discovery of 1,5-Diphenylpenta-1,4-dien-3-one

There are, however, a few established termolecular elementary reactions. The reaction of nitric oxide with oxygen appears to involve termolecular steps. you can also browse my other articles about 538-58-9 if you are interested.

538-58-9, The molecularity of an elementary reaction is the number of molecules that collide during that step in the mechanism. If there is only a single reactant molecule in an elementary reaction, that step is designated as unimolecular. 538-58-9, name is 1,5-Diphenylpenta-1,4-dien-3-one. A new synthetic method of this compound is introduced below.

General procedure: To a 10 mL Schlenk tube equipped with a stir bar was charged with ketone (1 mmol), KOH (0.05 mmol), and iPrOH (3 mL). The mixture was degassed by bubbling N2, and 0.1 mol % of catalyst 2 for entry 1-10 and 0.5 mol% of 2 for entry 11-19, was added under a steady flow of N2. After removal any inorganic salts by filtration, all the volatiles were removed under reduced pressure. The pure product could be obtained by silica gel chromatography (ethyl acetate/hexane). The identity of these products have been confirmed by comparisons of the obtained spectra with those previously reported.

Reference£º
Article; Gong, Xue; Zhang, Hong; Li, Xingwei; Tetrahedron Letters; vol. 52; 43; (2011); p. 5596 – 5600;,
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

Discovery of 1,5-Diphenylpenta-1,4-dien-3-one

A balanced equation for a chemical reaction indicates what is reacting and what is produced, but it reveals nothing about how the reaction actually takes place. 538-58-9, The reaction mechanism is the process, or pathway, by which a reaction occurs.538-58-9. An updated downstream synthesis route of 538-58-9 as follows.

538-58-9, General procedure: A mixture of unsaturated ketone 1a (60.7 mg, 0.25 mmol) and phosphonium salt 2a (198.6 mg, 0.45 mmol) in CH3CN (2 mL) was stirred for 5 min. Then DBU (127 muL) in CH3CN (0.5 mL) was added. The reaction mixture was stirred at 60 C for 6 h and then air was introduced with a balloon for another 42 h. After the reaction was completed, the reaction mixture was filtered through a short silica gel column and washed with DCM. The filtrate was concentrated under reduced pressure and the residue was purified by flash chromatography (PE/EtOAc, 60/1) to afford 3a as a colorless oil (69.3 mg, 86% yield).

Reference£º
Article; Shu, Zhen-Cao; Zhu, Jian-Bo; Liao, Saihu; Sun, Xiu-Li; Tang, Yong; Tetrahedron; vol. 69; 1; (2013); p. 284 – 292;,
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

Discovery of 24621-61-2

A balanced equation for a chemical reaction indicates what is reacting and what is produced, but it reveals nothing about how the reaction actually takes place. 24621-61-2, The reaction mechanism is the process, or pathway, by which a reaction occurs.24621-61-2. An updated downstream synthesis route of 24621-61-2 as follows.

To a solution of (S)+}1,3-butanediol (10.0 g, 0.110 mol), was added triphenylmethylchloride (33.0 g, 0.330 mol), 4-dimethylaminopyridine (1.40 g, 11.5 mmol) in CH2Cl/pyridine (1:1, 500 mL).Stirring was continued over 48 h. The solvent was removed, the mixture was diluted with ether, washed with brine and dried over Na2SO4. The organic solution was filtered and concentrated. Silica gel chromatography with (5% ethyl acetate/hexanes) produced a clear oil (24 g) in 70% yield., 24621-61-2

Reference£º
Patent; Bristol-Myers Squibb Company; Merck & Co. Inc.; US6967196; (2005); 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

Extended knowledge of 4254-15-3

4254-15-3, An elementary termolecular reaction involves the simultaneous collision of three atoms, molecules, or ions.(S)-Propane-1,2-diol, cas is 4254-15-3. Here is a downstream synthesis route of the compound 4254-15-3

Example 18C N-[(2Z)-3-butyl[1,3]thiazolo[4,5-c]pyridin-2(3H)-ylidene]-2-{[(2S)-2-hydroxypropyl]oxy}-5-(trifluoromethyl)benzamide (S)-propane-1,2-diol (52 mg, 0.68 mmol) in THF (1 mL) was treated with NaH (60percent dispersion; 27 mg, 0.68 mmol) at room temperature for 20 minutes. The mixture was cooled to 0¡ã C. and a solution of Example 18B (90 mg, 0.23 mmol) in THF (1 mL) was added. The mixture was allowed to warm to room temperature, and stirred for 4 hours. The mixture was diluted with saturated aqueous NaHCO3 (20 mL) and extracted with ethyl acetate (2.x.30 mL). The combined organic extracts were dried over anhydrous Na2SO4, filtered, and concentrated. The residue was purified by column chromatography using an Analogix.(R). Intelliflash280.(TM). (SiO2, 0-100percent ethyl acetate in hexanes) to afford 19 mg (19percent) of the title compound. 1H NMR (500 MHz, CDCl3) delta ppm 1.04 (t, J=7.48 Hz, 3H) 1.28 (d, J=6.41 Hz, 3H) 1.47-1.59 (m, 2H) 1.88-1.98 (m, 2H) 3.87 (t, J=8.85 Hz, 1H) 4.21-4.31 (m, 1H) 4.35 (dd, J=9.15, 2.75 Hz, 1H) 4.51-4.59 (m, 2H) 7.12 (d, J=8.85 Hz, 1H) 7.72 (dd, J=8.54, 2.14 Hz, 2H) 8.51 (d, J=1.83 Hz, 2H) 8.75 (s, 1H); MS (DCI/NH3) m/z 454 (M+H)+.

Reference£º
Patent; ABBOTT LABORATORIES; US2011/144165; (2011); 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

Research on new synthetic routes about 1,5-Diphenylpenta-1,4-dien-3-one

The molecularity of an elementary reaction is the number of molecules that collide during that step in the mechanism. 538-58-9, If there is only a single reactant molecule in an elementary reaction, that step is designated as unimolecular. 538-58-9, name is 1,5-Diphenylpenta-1,4-dien-3-one. A new synthetic method of this compound is introduced below.

General procedure: A mixture of malononitrile (2a) (66 mg, 1 mmol), dibenzylideneacetone (6a) (234 mg, 1 mmol), tributylphosphine (25 mL, 0.1 mmol), and anhydrous CH2Cl2 (5.0 mL) was magnetically stirred in a flask under nitrogen atmosphere at room temperature. The reaction progress was monitored by thin layer chromatography (TLC) until the starting materials were completely consumed. Then, the reaction mixture was diluted with H2O (10 mL) and extracted with Et2O (3×10 mL), the organic phase was washed with brine (10 mL), dried over anhydrous Na2SO4. After the removal of the solvent under reduced pressure, the residue was subjected to chromatography on a silica gel (200-300 mesh) column using petroleum ether/ethyl acetate (4:1) as eluent to afford 7a (286 mg, 95% yield) as a light yellow solid (mp 170-171 C).

Reference£º
Article; Xu, Da-Zhen; Zhan, Ming-Zhe; Huang, You; Tetrahedron; vol. 70; 2; (2014); p. 176 – 180;,
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

Fun Route: New Discovery of 538-58-9

538-58-9, Rate laws may be derived directly from the chemical equations for elementary reactions. This is not the case, however, for ordinary chemical reactions.538-58-9, name is 1,5-Diphenylpenta-1,4-dien-3-one, below Introduce a new synthetic route.

General procedure: A mixture of unsaturated ketone 1a (60.7 mg, 0.25 mmol) and phosphonium salt 2a (198.6 mg, 0.45 mmol) in CH3CN (2 mL) was stirred for 5 min. Then DBU (127 muL) in CH3CN (0.5 mL) was added. The reaction mixture was stirred at 60 C for 6 h and then air was introduced with a balloon for another 42 h. After the reaction was completed, the reaction mixture was filtered through a short silica gel column and washed with DCM. The filtrate was concentrated under reduced pressure and the residue was purified by flash chromatography (PE/EtOAc, 60/1) to afford 3a as a colorless oil (69.3 mg, 86% yield).

The effect of the change of 24621-61-2 synthetic route on the product

This molecular description is the mechanism of the reaction; it describes how individual atoms, ions, or molecules interact to form particular products.If you are interested, you can also browse other articles of (S)-Butane-1,3-diol, We look forward to the emergence of more reaction modes in the future.

An elementary termolecular reaction involves the simultaneous collision of three atoms, molecules, or ions.24621-61-2, name is (S)-Butane-1,3-diol. Here is a downstream synthesis route of the compound 24621-61-2, 24621-61-2

Example 7A (2S)-4-((tert-butyl(dimethyl)silyl)oxy)-2-butanol A 0 C. solution of (S)-(+)-1,3-butanediol (2.1 g, 23.3 mmol), imidazole (1.74 g, 25.6 mmol), and N,N-dimethylformamide (1.0 mL) in dichloromethane (40 mL) was treated with tert-butyl-dimethylsilyl chloride (3.68 g, 23.3 mmol). The reaction mixture was warmed to room temperature, stirred overnight, quenched with saturated aqueous ammonium chloride and extracted with dichloromethane. The combined dichloromethane layers were dried (MgSO4), filtered and concentrated to afford of the desired product of sufficient purity for subsequent use without further purification in near quantitative yield. MS (DCI/NH3) m/z 205 (M+H)+; 1H NMR (300 MHz, CDCl3) delta3.95 (m, 1H), 3.79 (m, 2H), 3.27 (br s, 1H), 1.56 (m 2H), 1.11 (d, 3H), 0.82 (s, 9H), 0.016 (s, 6H).

Reference£º
Patent; Bennani, Youssef L.; Black, Lawrence A.; Dwight, Wesley J.; Faghih, Ramin; Gentles, Robert G.; Liu, Huaqing; Phelan, Kathleen M.; Vasudevan, Anil; Zhang, Henry Q.; US2001/49367; (2001); 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

Flexible application of 1,5-Diphenylpenta-1,4-dien-3-one in synthetic route

Thank you very much for taking the time to read this article. If you are also interested in other aspects of 1,5-Diphenylpenta-1,4-dien-3-one, CAS: 538-58-9, you can also browse my other articles.

538-58-9, An elementary termolecular reaction involves the simultaneous collision of three atoms, molecules, or ions.24621-61-2, name is (S)-Butane-1,3-diol. Here is a downstream synthesis route of the compound 24621-61-2

538-58-9, General procedure: 9-Amino(9-deoxy)-epi-quinine (6.5 mg, 0.02 mmol), divinyl ketone 1 (0.1 mmol), nitromethane (262 muL, 3.0 mmol), Proton-sponge (4.3 mg, 0.02 mmol) and benzoic acid (4.9 mg, 0.04 mmol) were dissolved in chlorobenzene (238muL). After stirred at 40 oC for 144 h, the reaction mixture was purified by flash chromatography on silica gel (EtOAc/petroleum ether).

Thank you very much for taking the time to read this article. If you are also interested in other aspects of 1,5-Diphenylpenta-1,4-dien-3-one, CAS: 538-58-9, you can also browse my other articles.

Reference£º
Article; Yao, Yongqi; Liu, Yingying; Ye, Ling; Chen, Feng; Li, Xinying; Zhao, Zhigang; Li, Xuefeng; Tetrahedron; vol. 73; 16; (2017); p. 2311 – 2315;,
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

Flexible application of 24621-61-2 in synthetic route

Thank you very much for taking the time to read this article. If you are also interested in other aspects of (S)-Butane-1,3-diol, CAS: 24621-61-2, you can also browse my other articles.

24621-61-2, The molecularity of an elementary reaction is the number of molecules that collide during that step in the mechanism. If there is only a single reactant molecule in an elementary reaction, that step is designated as unimolecular.24621-61-2, name is (S)-Butane-1,3-diol. A new synthetic method of this compound is introduced below.

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.

Thank you very much for taking the time to read this article. If you are also interested in other aspects of (S)-Butane-1,3-diol, CAS: 24621-61-2, you can also browse my other articles.

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