Category: 5617-32-3

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. 5617-32-3, name is 3,6,9,12,15,18-Hexaoxaicosane-1,20-diol, the common compound, a new synthetic route is introduced below. SDS of cas: 5617-32-3

General procedure: (Using the synthesis of macrocyclic sulfate 6a as an example). To a stirring solution of tetra(ethylene glycol) 5a (40.0 g, 205.95 mmol), triethylamine (100.73 g, 988.56 mmol), and DMAP (1.26 g, 10.30 mmol) in CH2Cl2 (3 L) at 0 °C was slowly added a solution of SOCl2 (50.30 g, 411.90 mmol, in 50 mL CH2Cl2). After the addition, the stirring mixture was warmed to 25 °C and monitored with TLC until the complete consumption of tetra(ethylene glycol). The reaction was quenched with 1.5 L water. The organic layer was collected, filtrated through a pad of silica gel, and concentrated under vacuum to provide the macrocyclic sulfite intermediate as brownish oil which was used directly in the next step. To the solution of macrocyclic sulfite in a mixture of CH2Cl2 (200 mL), CH3CN (200 mL), and water (300 mL) at 0 °C was added NaIO4 (52.86 g, 247.14 mmol) and RuCl3?3H2O (0.27 g, 1.03 mmol). The stirring mixture was gradually warmed to 25 °C and monitored with TLC. Upon complete consumption of the macrocyclic sulfite, the reaction mixture was filtered through a pad of Celite. Organic layer was collected, washed with brine, concentrated under vacuum, and recrystallized in methanol at -20 °C to afford the macrocyclic sulfate 6a as clear crystal (25.14 g, 47percent yield).

The synthetic route of 5617-32-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Deng, Tao; Mao, Xianglan; Xiao, Yan; Yang, Zhigang; Zheng, Xing; Jiang, Zhong-Xing; Bioorganic and Medicinal Chemistry Letters; vol. 29; 4; (2019); p. 581 – 584;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 5617-32-3 , The common heterocyclic compound, 5617-32-3, name is 3,6,9,12,15,18-Hexaoxaicosane-1,20-diol, molecular formula is C14H30O8, 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.

6.2 3,6,9,12,15,18,21-Heptaoxahexacos-25-en-1-ol (2) To an anhydrous THF solution of NaH (0.39 g of 45percent in mineral oil, 10.1 mmol) was added heptaethylene glycol (1, 3 g, 9.2 mmol) drop wise at 4 °C. After 30 min, 1-bromopentene (1.18 mL, 10.1 mmol) was added slowly to the above solution. The reaction mixture allowed to warm to room temperature and then stirred under N2 for 14 h. The reaction was quenched by addition of methanol at 0 °C, the solvent was evaporated and 200 mL of water was added to the residue which was then extracted with ethyl acetate (100 mL, 3*). The organic layers were washed with brine, dried over Na2SO4, and the solvent was evaporated under reduced pressure. Purification by flash column chromatography over silica gel with 1percent methanol in dichloromethane gave pure color less oil 2: Rf: 0.41 (4percent MeOH in DCM); yield: 1.86 g, 52percent, 1H NMR (400 MHz; CDCl3) delta 5.82 (ddtd, J = 16.9, 10.2, 6.6, 1.9 Hz, 1H), 5.07-4.90 (m, 2H), 3.79-3.53 (m, 28H), 3.47 (td, J = 6.7, 1.8 Hz, 2H), 2.61 (t, J = 6.2 Hz, 1H), 2.11 (dtt, J = 8.0, 6.7, 1.4 Hz, 2H), 1.74-1.62 (m, 2H); 13C NMR (CDCl3; 100 MHz) delta 132.2, 114.6, 77.4, 76.9, 76.6, 70.6, 70.5, 70.0, 69.9, 50.6, 30.2, 28.7; MS m/z [M+H]+ calcd for C19H39O8 394.2, found 394.2; MS m/z [M+Na]+ calcd for C19H38O8Na 417.2, found 417.2.

The synthetic route of 5617-32-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Biswas, Souvik; Medina, Scott H.; Barchi, Joseph J.; Carbohydrate Research; vol. 405; (2015); p. 93 – 101;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 5617-32-3, name is 3,6,9,12,15,18-Hexaoxaicosane-1,20-diol, the common compound, a new synthetic route is introduced below. Product Details of 5617-32-3

General procedure: (Using the synthesis of macrocyclic sulfate 6a as an example). To a stirring solution of tetra(ethylene glycol) 5a (40.0 g, 205.95 mmol), triethylamine (100.73 g, 988.56 mmol), and DMAP (1.26 g, 10.30 mmol) in CH2Cl2 (3 L) at 0 ¡ãC was slowly added a solution of SOCl2 (50.30 g, 411.90 mmol, in 50 mL CH2Cl2). After the addition, the stirring mixture was warmed to 25 ¡ãC and monitored with TLC until the complete consumption of tetra(ethylene glycol). The reaction was quenched with 1.5 L water. The organic layer was collected, filtrated through a pad of silica gel, and concentrated under vacuum to provide the macrocyclic sulfite intermediate as brownish oil which was used directly in the next step. To the solution of macrocyclic sulfite in a mixture of CH2Cl2 (200 mL), CH3CN (200 mL), and water (300 mL) at 0 ¡ãC was added NaIO4 (52.86 g, 247.14 mmol) and RuCl3?3H2O (0.27 g, 1.03 mmol). The stirring mixture was gradually warmed to 25 ¡ãC and monitored with TLC. Upon complete consumption of the macrocyclic sulfite, the reaction mixture was filtered through a pad of Celite. Organic layer was collected, washed with brine, concentrated under vacuum, and recrystallized in methanol at -20 ¡ãC to afford the macrocyclic sulfate 6a as clear crystal (25.14 g, 47percent yield).

The synthetic route of 5617-32-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Deng, Tao; Mao, Xianglan; Xiao, Yan; Yang, Zhigang; Zheng, Xing; Jiang, Zhong-Xing; Bioorganic and Medicinal Chemistry Letters; vol. 29; 4; (2019); p. 581 – 584;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts