Category: 4728-12-5

Application of 4728-12-5 ,Some common heterocyclic compound, 4728-12-5, molecular formula is C7H14O3, 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.

To a 500 mL round bottomed flask equipped with a magnetic stir bar containing DCM (200 mL) was placed 87 (5 g, 34 mmol, 1 equiv). To this solution was added mesyl chloride (4.3 g, 38 mmol, 1.1 equiv), Et3N (5 g, 51 mmol, 1.5 equiv) and the reaction was allowed to stir at room temperature for 3 h. The reaction was then poured into water (100 mL) and extracted into DCM (3 x 100 mL). The combined organic extracts were washed with brine (100 mL), NaHCO3 solution (100 mL), dried (Na2SO4) and concentrated in vacuo. The residue was purified over silica gel. Product eluted out in 50percent EtOAc:Hexanes mixture in a gradient elution on a Combiflash purification system. Isolated 87 (7 g, 91percent) as a colorless solid. MS: [M+H]+: 225.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4728-12-5, its application will become more common.

Reference:
Patent; SIEMENS MEDICAL SOLUTIONS USA, INC.; WO2008/124703; (2008); A2;,
Alcohol – Wikipedia,
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Synthetic Route of 4728-12-5, 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 4728-12-5 as follows.

To a suspension of sodium hydride (0.41 g, 10.26 mmol, 60percent in mineral oil) in tetrahydrofuran (15 mL), (2,2-dimethyl-1,3-dioxan-5-yl)methanol (1 , 1 g, 6.84 mmol) was added and the reaction mixture was stirred at room temperature for 10 min. Then methyl iodide (1 .27 mL, 20.52 mmol) was added drop wise at room temperature and the reaction mixture was stirred at room temperature for 6 h. The reaction mixture was quenched with ice water (15 mL) and extracted with ethyl acetate (2 x 30 mL). The combined organic layer was dried over anhydrous sodium sulphate, filtered and concentrated. The crude was purified by silica gel column chromatography using 60percent ethyl acetate in hexane to afford the title compound 5-(methoxymethyl)-2,2-dimethyl-1,3-dioxane (2, 0.65 g, 60percent yield) as a colorless oil. _ NMR (400 MHz, CDCI3) _ (ppm): 3.97-3.93 (m, 2H), 3.76-3.72 (m, 2H), 3.42 (d, J = 6.8 Hz, 2H), 3.34 (s, 3H), 2.00-1 .94 (m, 1H), 1 .42 (s, 3H), 1 .40 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4728-12-5, its application will become more common.

Reference:
Patent; CADENT THERAPEUTICS; ANDERSON, David, R.; VOLKMANN, Robert, A.; MENNITI, Frank; FANGER, Christopher; XU, Yuelian; (252 pag.)WO2018/119374; (2018); A1;,
Alcohol – Wikipedia,
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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. 4728-12-5, name is (2,2-Dimethyl-1,3-dioxan-5-yl)methanol. This compound has unique chemical properties. The synthetic route is as follows. Formula: C7H14O3

To a solution of compound 24 (crude material max. 94 mmol)in dry DMF (600 ml) cooled to 0 C under argon atmosphere and NaH (60percent suspension in mineral oil; 6 g, 150 mmol, 1.6 eq.) was added. Reaction flask was filled with argon again and the mixture was stirred for 20 min. to preform sodium salt of alcohol. Benzylbromide (14.6 ml, 123 mmol, 1.3 eq.) was added and reaction flask was filled with argon again. The resulting mixture was let to warmto room temperature and stirred overnight. Water (100 ml) was added and mixture was stirred for 30 min. Solvent was evaporated in vacuo and the residue was codistilled with toluene (3). Crude material was suspended in EtOAc (250 ml) and mixture of saturatedsolution of NH4Cl (20 ml) and water (180 ml) was added.Water phase was extracted with EtOAc (2 150 ml). The organic phase was collected (250 + 150 + 150 ml) and washed with water(2 200 ml), followed by brine (1 200 ml) and dried overMgSO4. The solution was filtered and evaporated in vacuo. The residue(crude compound 25, red-brown oil) was diluted in MeOH(700 ml) and water (70 ml). DOWEX (50WX8 H+, 30 g) was addedand the mixture was heated at 50 C and stirred overnight. Reactionmixture was cooled down to room temperature and filteredthrough the frit (S3), evaporated in vacuo and codistilled withtoluene (3). Crude product 26 was obtained as brown oil andused in the next reaction step without purification. Reaction wasmonitored by TLC. Small amount of crude product was purifiedby flash chromatography (silica gel; eluent CHCl3/MeOH, gradient2?15percent) to obtain an analytical sample

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, 4728-12-5, (2,2-Dimethyl-1,3-dioxan-5-yl)methanol.

Reference:
Article; ?pa?ek, Petr; Keough, Dianne T.; Chavchich, Marina; Dra?insky, Martin; Janeba, Zlatko; Naesens, Lieve; Edstein, Michael D.; Guddat, Luke W.; Hockova, Dana; Bioorganic and Medicinal Chemistry; vol. 25; 15; (2017); p. 4008 – 4030;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 4728-12-5, Adding some certain compound to certain chemical reactions, such as: 4728-12-5, name is (2,2-Dimethyl-1,3-dioxan-5-yl)methanol,molecular formula is C7H14O3, 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 4728-12-5.

Example 4 2,2-dimethyl-l ,3-dioxane-5-carbaldehyde4-1 4-2Under N2 atmosphere, oxalyl chloride (1.4 eq.) was dissolved in DCM then cooled to -78¡ã C. Dropwise, DMSO (2.2 eq.) was added. This solution was stirred for about 10 minutes, then triol 3-2 (1 eq.) was dissolved in more DCM for a total concentration of 0.2 M. After reacting for 5 minutes, TEA (5 eq.) was added. This mixture stirred for 10 minutes at -78¡ã C, then for another 10 minutes at room temperature. This reaction was best monitored by TLC using a 1 : 1 ratio of hexane to ethyl acetate as the developing solvent and visualizing the results with CAM stain. The reaction mixture was used without further workup.

According to the analysis of related databases, 4728-12-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; WO2008/63912; (2008); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 4728-12-5, (2,2-Dimethyl-1,3-dioxan-5-yl)methanol, 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, COA of Formula: C7H14O3, blongs to alcohols-buliding-blocks compound. COA of Formula: C7H14O3

To a solution of acetonide (2,2-dimethyl-1,3-dioxan-5-yl)methanol (3.0 g, 20.52 mmol) and tetrabutyl ammonium iodide (7.58 g, 20.52 mmol) in anhydrous THF (100 mL) was added sodium hydride (1.108 g, 27.7 mmol) in 3 portions. The mixture was allowed to stir at room temperature for 1 hour and then treated with benzyl bromide (2.93 ml, 24.63 mmol) over 3 minutes. The mixture was allowed to stir overnight at room temperature (18 hours). The mixture was analyzed by tlc (2:1 hexanes:ethyl acetate) and 1H NMR which showed complete consumption of starting material. The mixture was quenched with saturated ammonium chloride solution (75 mL) and extracted with ethyl acetate (200 mL and 100 mL). Combined organic phases were dried over sodium sulfate and then concentrated to dryness. The crude material was then purified by column chromatography over silica gel eluting with 0-30percent EtOAc/hexanes to obtain MD-02-130 as colorless oil. 1H NMR (400 MHz, chloroform-d) delta 7.35 – 7.24 (m, 5H), 4.50 (s, 2H), 3.96 (dd, J = 12.0, 4.2 Hz, 1H), 3.77 (dd, J = 11.8, 6.4 Hz, 1H), 3.51 (d, J = 6.7 Hz, 2H), 2.04 – 1.97 (m, 1H), 1.41 (s, 3H), 1.38 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4728-12-5, (2,2-Dimethyl-1,3-dioxan-5-yl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; EMORY UNIVERSITY; LIOTTA, Dennis, C.; PAINTER, George, R.; BLUEMLING, Gregory, R.; DE LA ROSA, Abel; (408 pag.)WO2016/145142; (2016); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

4728-12-5, 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. 4728-12-5, name is (2,2-Dimethyl-1,3-dioxan-5-yl)methanol, molecular formula is C7H14O3, The 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.

Methyl 5-Hydroxy-1 /-/-indole-2-carboxylate (0.10 g, 0.5 mmol), triphenylphosphine (0.28 g, 1.0 mmol), diethyl azodicarboxylate (0.18 g, 1.0 mmol) and (2,2-dimethyl- 1 ,3-dioxan-5-yl)methanol (0.15 g, 1.0 mmol) were dissolved in CH2CI2 (5 ml.) and the mixture was stirred overnight. The solvent was evaporated. Purification was accomplished by Reverse-Phase HPLC (water/acetonitrile with 0.1percentTFA). The desired fractions were neutralized with saturated NaHCObeta and extracted with EtOAc. The organic extracts were combined dried over Na2SO4, filtered and evaporated to afford the title compound (0.15 g, 90percent) as a tan solid. 1H NMR (400 MHz, DMSO-c/6): delta ppm 1 1.74 (br. s., 1 H), 7.29 (d, 1 H), 7.09 (d, 1 H), 7.01 (d, 1 H), 6.88 (dd, 1 H), 3.92 – 4.01 (m, 4 H), 3.81 (s, 3 H), 3.72 (dd, 2 H), 1.97 – 2.08 (m, 1 H), 1.31 (s, 3 H), 1.28 (s, 3 H). MS: m/z 342.2 (M+23).

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. 4728-12-5, (2,2-Dimethyl-1,3-dioxan-5-yl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/154271; (2008); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts