Category: chiral-oxygen-ligands

Adding a certain compound to certain chemical reactions, such as: 4254-15-3,(S)-Propane-1,2-diol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 4254-15-3,4254-15-3

Step 1 To (S)-propane diol (4.89 g, 64.2 mmol) in DCM (20 ml_) at-20 C (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. Allowed the cold bath to expire while stirring for 26 h. Added DCM and washed the reaction with 1 N HCI, water, and brine. Dried (MgSO4) the organic layer, 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).

According to the analysis of related databases, 4254-15-3, the application of this compound in the production field has become more and more popular.

Reference£º
Patent; SCHERING CORPORATION; WO2009/5646; (2009); 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

24621-61-2,A common heterocyclic compound, 24621-61-2,(S)-Butane-1,3-diol, 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.

(Example 5-1) Under ice cooling, to a dichloromethane solution (20.0 ml) of (S)-1,3-butanediol (519 mg) were added triethylamine (1.04 ml) and tert-butylchlorodiphenylsilane (1.63 ml), followed by stirring at room temperature overnight. The reaction solution was poured into a saturated aqueous ammonium chloride solution, and extracted with ethyl acetate. The organic layer was washed with saturated sodium chloride solution, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography to afford (2S)-4-{[tert-butyl(diphenyl)silyl]oxy}butan-2-ol (1.69 g). 1H NMR(400 MHz,CDCl3) delta: 1.05 (9H, s), 1.22 (3H, d, J = 6.3 Hz), 1.58-1.68 (1H, m), 1.69-1.81 (1H, m), 3.31 (1H, d, J = 2.0 Hz), 3.80-3.91 (2H, m), 4.07-4.15 (1H, m), 7.37-7.50 (6H, m), 7.69 (4H, d, J = 6.2 Hz).

The chemical industry reduces the impact on the environment during synthesis, 24621-61-2,(S)-Butane-1,3-diol,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; Daiichi Sankyo Company, Limited; EP2471792; (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

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

(S)-(+)-Butane-1 ,3-diol (3.00 mmol, 0.270 g) was added to a stirred solution of imidazole (5.99 mmol, 0.41 g) and tert-butyldimethylsilyl chloride (3.00 mmol, 0.45 g) at room temperature. After six hours at room temperature water (50 mL) was added and extracted twice with dichloromethane (20 mL). The combined organic extracts were washed with brine, dried (sodium sulfate) and concentrated in vacuo to yield (S)-4- (tert-butyldimethylsilyloxy)butan-2-ol (0.654 g).

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; N.V. ORGANON; MAN de,, Adrianus Petrus Antonius; REWINKEL,, Johannes Bernardus Maria; JANS,, Christiaan Gerardus Johannes Maria; RAAIJMAKERS,, Hans Cornelis Andreas; WIJKMANS,, Jacobus Cornelis Henricus Maria; WO2011/95556; (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

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: Method A: A mixture of appropriate derivatives of both 1,3-diaryl-2-propen-1-ones (1.0 equiv.) and aryl hydrazine (1.1 equiv.) was taken in a 100mL round-bottomed flask in 95% ethanol (25mL). Addition of a drop of H2SO4 initiated the precipitation. The reaction mixture was refluxed for 3 to 5h and cooled to room temperature to form precipitate in most of the cases. The residue was filtered, washed with water and dried under vacuum. In some cases where precipitate was not observed after cooling to room temperature, water was added to obtain precipitate.

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; Ananthnag, Guddekoppa S.; Adhikari, Adithya; Balakrishna, Maravanji S.; Catalysis Communications; vol. 43; (2014); p. 240 – 243;,
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,Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. (S)-Propane-1,2-diol,4254-15-3, This compound has unique chemical properties. The synthetic route is as follows.

To separate the propylene glycol enantiomers on a chiral gas chromatography column, they were derivatized with acetic anhydride to the methyl esters. Into a small vial equipped with a Teflon lined stir bar was added 1 mL diethyl ether and equal amounts (5-10 drops) propylene glycol, pyridine, and acetic anhydride. The reaction mixture was stirred 3 hours at room temperature, washed with deionized 0 (3 x 1 mL) and dried over Na2S04. The derivatized product was then analyzed via gas chromatography. The diacetate was obtained with an ee of 97percent when (R,i?)-(Cl-salcy)CoN03 was used, and with an ee of 96percent when (5,S)-(Cl-salcy)CoN03 was used, indicating that both enantiomers produced highly regioregular poly(propylene succinate).

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, 4254-15-3.

Reference£º
Patent; CORNELL UNIVERSITY; COATES, Geoffrey; WHITEHEAD, Julie; (60 pag.)WO2016/25675; (2016); 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

A common heterocyclic compound, 24621-61-2,(S)-Butane-1,3-diol, 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. 24621-61-2

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 H20 (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.

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,(S)-Butane-1,3-diol,24621-61-2,its application will become more common.

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2004/43939; (2004); 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,The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a downstream synthesis route of the compound 538-58-9

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%.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 1,5-Diphenylpenta-1,4-dien-3-one.

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

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

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).

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; 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

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.24621-61-2,(S)-Butane-1,3-diol, it is a common compound, a new synthetic route is introduced below.24621-61-2

Example 4 Synthesis of Maytansinoid 4k,l (d) S-1,3-Di-O-p-toluenesulfonyl-butane 22: A solution of S-(-)-1,3-butanediol (21, 2.00 g (22.22 mmol) in a mixture of dry pyridine (40 mL) and dry toluene (60 mL) was treated with p-toluenesulfonyl chloride (12.70 g, 66.84 mmol) under argon at 0 C. After stirring at 0 C. for 5 min. followed by stirring at room temperature for 2 h, the mixture was evaporated under vacuum. The residue was redissolved in ethyl acetate, washed with 0.1 M aqueous NaHCO3, and saturated NaCl. The organic layer was separated, dried over MgSO4, filtered and evaporated. The residue was purified by chromatography over silica gel, eluding with 1:2 ethyl acetate/hexane to give 6.25 g (71%) of the title product 22 Rf=0.40 (1:1 EtOAc/hexane); 1H NMR (CDCl3) 7.76 (dd, 4H, J=1.0, 8.0 Hz), 7.35 (dt, 4H, J=0.4, 8.0+8.0 Hz), 4.70 (m, 1H), 4.03 (m, 1H), 3.94 (m, 1H), 2.46 (s, 6H), 1.92 (m, 2H), 1.26 (d, 3H, J=6.3 Hz); 13C NMR 145.17, 133.00, 130.11, 128.12, 127.91, 76.28, 66.21, 36.08, 21.86, 21.06; MS: 420.99 (M+Na)+., 24621-61-2

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. 24621-61-2, other downstream synthetic routes, hurry up and to see.

Reference£º
Patent; IMMUNOGEN, INC.; US2004/235840; (2004); 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,Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1,5-Diphenylpenta-1,4-dien-3-one,538-58-9, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of DVK 1 (0.2 mmol) and active methylene 2 (0.24 mmol) was addedt-Bu-P2 (10uL, 10 mol%) via a micro syringe at room temperature. The reactionmixture was stirred for 2-24 h as indicated in Table 2. The solvent was then removedin vacuo and the crude product was purified by flash chromatography on silica gel(PE/EA = 15:1-10:1) to give the desired product 3., 538-58-9

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, 538-58-9.

Reference£º
Article; Li, Yang-Guo; Zhang, Yang; Du, Guang-Fen; Gu, Cheng-Zhi; He, Lin; Letters in Organic Chemistry; vol. 16; 1; (2019); p. 76 – 80;,
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