Chiral oxygen ligands

In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 24621-61-2,(S)-Butane-1,3-diol, as follows.24621-61-2

e) (S)-4-Triisopropylsilanvloxv-butan-2-olTriethylamine (1.173 g) is added dropwise to a solution of 2.246 g triisopropylchlorosilaneand 1 g (S)-(+)-1,3-butanediol in 15 ml of dry tetrahydrofuran. The mixture is stirred for 48hours at room temperature, then is diluted with 400 ml of tert-butyl methyl ether and washedrespectively with 30 mM N HCI, 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 offlash column chromatography (SiO2 60F) to provide the title compound as a colorless oil.Rf = 0.31 (EtOAc- heptane 1:5).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (S)-Butane-1,3-diol, and friends who are interested can also refer to it.

Reference£º
Patent; SPEEDEL EXPERIMENTA AG; WO2006/5741; (2006); A2;,
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

In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 4254-15-3,(S)-Propane-1,2-diol, as follows.4254-15-3

(S)-Methylethylene Bis(methylsulfonate), CAS 270577-16-7, Compound A Scheme 1,was prepared from (S)-(+)-1,2-propanediol (CAS 4254-15-3, Sigma Aldrich Chemical Company) and methane sulfonyl chloride (CAS 124-63-O, Sigma Aldrich Chemical Company) according to the procedure of T. Harada, T. Mai, T. Tuyet, and A. Oku, Organic Letters (2000), 2(9), 1319-1322.

According to the analysis of related databases, (S)-Propane-1,2-diol, the application of this compound in the production field has become more and more popular.

Reference£º
Patent; Kent State University; Kent Displays Incorporated; US2012/273725; (2012); 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

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 24621-61-2,(S)-Butane-1,3-diol, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.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).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, (S)-Butane-1,3-diol.

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

In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 538-58-9,1,5-Diphenylpenta-1,4-dien-3-one, as follows.538-58-9

General procedure: A Schlenk tube with a magnetic stir bar charged with alpha,beta-unsaturated carbonyl compounds (0.5 mmol, 1 equiv), tosyl hydrazide (0.6 mmol, 1.2 equiv), NaOH (1.5 equiv), (n-Bu)4NBr (1.5 equiv). The reaction vessel was placed in an 80 C oil bath, and then stirring at this temperature for 10 h. The reaction mixture was then allowed to cool to ambient temperature, and diluted with 20 mL of ethyl acetate, and washed with brine (15 mL), water (15 mL), and then the organic layer was dried over Na2SO4. After concentrated in vacuo, the crude product was purified by column chromatography. The identity and purity of the known product was confirmed by 1H NMR, 13C NMR, and GC-MS., 538-58-9

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. 538-58-9, We look forward to the emergence of more reaction modes in the future.

Reference£º
Article; Wen, Jun; Fu, Yun; Zhang, Ruo-Yi; Zhang, Ji; Chen, Shan-Yong; Yu, Xiao-Qi; Tetrahedron; vol. 67; 49; (2011); p. 9618 – 9621;,
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

In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 24621-61-2,(S)-Butane-1,3-diol, as follows.24621-61-2

Example 1; Preparation 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 a colorless oil.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. 24621-61-2, We look forward to the emergence of more reaction modes in the future.

Reference£º
Patent; DeLuca, Hector F.; Clagett-Dame, Margaret; Plum, Lori A.; Chiellini, Grazia; Grzywacz, Pawel; US2008/81799; (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

4254-15-3, 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.4254-15-3,(S)-Propane-1,2-diol, it is a common compound, a new synthetic route is introduced below.

To a solution of (S)-1,2-propanediol (20.0 g, 0.263 mol), triethylamine (31.9 g, 0.315 mol), 4-dimethylaminopyridine (1.28 g, 10.5 mmol) in CH2Cl2 (200 mL) was added tert-butyldimethylsiloxy chloride (47.3 g, 0.315 mol) at 22 C. The mixture was allowed to stir for 18 h. The mixture was diluted with CH2Cl2, washed with water and sat. aqueous NH4Cl. The organic solution was dried over Na2SO4, filtered and concentrated under reduced pressure. Silica gel chromatography (5% ethyl acetate/hexanes) of the concentrate gave 45.0 g of the title compound as a clear oil in 90% yield.

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. 4254-15-3, other downstream synthetic routes, hurry up and to see.

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

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials.24621-61-2,A new synthetic method of this compound is introduced below.24621-61-2

Example 4 : (R)-2-(3-{3-[[2-Chloro-3-(trifluoromethyl) benzyl] (2,2- diphenylethyl) amino]-1-methyl-propoxy}-phenyl) acetic acid methyl ester ; a) Toluene-4-sulfonic acid- (S)-3-hydroxy-butyl ester; To a stirring solution of (S)-1, 3-butanediol (1.0 g, 0.01 mmol) and triethylamine (1.39 g, 0.014 mmol) in dichloromethane (10 mL) at-20C was added dropwise p-toluenesulfonyl chloride and the mixture was stirred for 2 h. The reaction mixture was then warmed to RT and stirred overnight. The reaction mixture was poured into cold H2O (20 mL), and extracted three times with dichloromethane. The organic extracts were then washed with brine. The organic layer was dried over sodium sulfate, filtered, and concentrated in vacuo to give 2.6 g (96% yield) of title compound as an oil. MS (ESI) 244.8 (M+). The crude tosylat was used without further purification.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, (S)-Butane-1,3-diol.

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2003/82802; (2003); 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

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.538-58-9,1,5-Diphenylpenta-1,4-dien-3-one, it is a common compound, a new synthetic route is introduced below.538-58-9

General procedure: To a stirred solution of alpha,beta-unsaturated carbonyl compound (1 mmol) in DCM was added thiophenol (2.5 mmol, 275 mg) followed by sodium metal (2.5 mmol, 57.5 mg) at room temperature. The reaction mixture was stirred appropriate time given in Table 3. TLC monitoring, after completion of reaction filtered excess amount of sodium then the reaction mixture was quenched with water and extracted with DCM (3 ¡Á 8 ml), washed with brine solutions (10 ml). The combined organic layers dried over anhydrous Na2SO4 and the solvent evaporated in vacuo. Pure sulfide was obtained by recrystallization from methanol.

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. 538-58-9, other downstream synthetic routes, hurry up and to see.

Reference£º
Article; Konduru, Naveen Kumar; Dey, Sunita; Sajid, Mohammad; Owais, Mohammad; Ahmed, Naseem; European Journal of Medicinal Chemistry; vol. 59; (2013); p. 23 – 30;,
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,A common heterocyclic compound, 538-58-9,1,5-Diphenylpenta-1,4-dien-3-one, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

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.

The chemical industry reduces the impact on the environment during synthesis, 538-58-9,1,5-Diphenylpenta-1,4-dien-3-one,I believe this compound will play a more active role in future production and life.

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

4254-15-3, 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.4254-15-3,(S)-Propane-1,2-diol, it is a common compound, a new synthetic route is introduced below.

Triethylamine was added to methylene chloride solution of (2S)-propane-1,2-diol, and then methylene chloride solution of p-toluenesulfonyl chloride was added thereto at -20C and stirred at room temperature for 18 hours to obtain (2S)-2-hydroxypropyl-4-methylbenzene sulfonate. MS(+): 231

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. 4254-15-3, other downstream synthetic routes, hurry up and to see.

Reference£º
Patent; Astellas Pharma Inc.; EP1619185; (2006); 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