Day: September 16, 2020

As a common heterocyclic compound, it belongs to Dioxole compound, name is Triphenyl methyl olmesartan, and cas is 144690-92-6, its synthesis route is as follows.

Example 2 Olmesartan medoxomil of formula I20 g of the starting compound of formula III were stirred up in 75 ml of acetic acid and after stirring for 10 minutes 30 ml of water were added dropwise during 5 minutes. Then, the suspension was put in a 50C bath and stirred for 4 hours. Then 16 ml of water were added dropwise in 5 minutes, the mixture was taken out of the bath and after 5 minutes it was put in a cooling bath with the temperature of 10C. After 20 minutes the separated insoluble fraction, containing the side product trityl alcohol, was aspirated and washed with a mixture of 4 ml of AcOH + 2 ml of water. 40 ml of acetone and then 70 ml of water were added to the filtrate at 30C, the separated product was aspirated and 1 1.5 g (82 %) of the product were obtained.

144690-92-6, 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.,144690-92-6 ,Triphenyl methyl olmesartan, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; ZENTIVA, K. S.; STACH, Jan; JARRAH, Kamal; KRULIS, Radim; RADL, Stanislav; CERNY, Josef; WO2012/55380; (2012); A1;,
1,3-Benzodioxole – Wikipedia
Dioxole | C3H4O2 – PubChem

As a common heterocyclic compound, it belongs to Dioxole compound, name is Triphenyl methyl olmesartan, and cas is 144690-92-6, its synthesis route is as follows.

A mixture of trityl olmesartan medoxomil (4.0 g), methanol (20 mL), and water (10 mL) is stirred at 25-35C for 15 minutes. Aqueous HCI (1 mL) is added drop-wise at 25-35C. The mixture is cooled to 0-50C. Water (30 mL) is added and the mixture is further stirred at 0-5C for 1 hour. The insoluble material is removed by filtration and the pH of the filtrate is adjusted to about 3-4 by adding 10% aqueous NaHCOs at 25-35C. The mixture is extracted with dichloromethane (3chi40 ml_). The organic layers are combined and washed with water (40 ml_). The solvent is distilled under reduced pressure below 400C. Ethyl acetate (10 ml_) is added to the residue and the mixture is heated to 50-600C and stirred for 1 hour. The mixture is cooled to 25-35C. The formed solid is filtered, washed with ethyl acetate (5 ml_), and dried under vacuum at 60-700C (yield 2.0 g).

144690-92-6, 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.,144690-92-6 ,Triphenyl methyl olmesartan, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; DR. REDDY’S LABORATORIES LTD.; DR. REDDY’S LABORATORIES, INC.; KOLLA, Naveen Kumar; MANNE, Nagaraju; NAREDLA, Anitha; SHINDE, Sachin Gulabrao; WO2011/14611; (2011); A2;,
1,3-Benzodioxole – Wikipedia
Dioxole | C3H4O2 – PubChem

It is a common heterocyclic compound, the Dioxole compound, Triphenyl methyl olmesartan, cas is 144690-92-6 its synthesis route is as follows.

Example 1-6 (0333) (0334) A mixture of TOLM (0.6 g, 0.75 mmol), sulfuric acid (0.08 g, 0.82 mmol) and 1:1 water-containing acetic acid (2.6 mL, 4.3 vol) was stirred at 25 C. for 1 hr. The reaction mixture was filtered, and the obtained solid was washed with 1:1 water-containing acetic acid (6.0 mL, 10 vol). The filtrates were combined and adjusted to pH 4-5 by adding 25% aqueous sodium carbonate solution. The mixture was partitioned by adding methylene chloride (6.0 mL, 10 vol). The aqueous layer was extracted with methylene chloride (3¡Á5 mL). The organic layer was washed with water (2¡Á5 mL) and saturated brine (5 mL), and concentrated under reduced pressure. The concentrated residue was purified by silica gel column chromatography (5-6% methanol/methylene chloride) and recrystallized from acetonitrile to give OLM (0.45 g, yield 100%). (0335) melting point: 174.5 C.-175.2 C.; (0336) IR (KBr): numax=2969, 1831, 1706, 1475, 1226, 1134, 760 cm-1; (0337) 1H NMR (DMSO-d6): delta=7.70-7.63 (m, 2H), 7.59-7.52 (m, 2H). (0338) 7.04 (d, J=8 Hz, 2H), 6.85 (d, J=8.4 Hz, 2H), 5.42 (s, 2H), 5.21 (s, 1H), 5.05 (s, 2H), 2.60 (t, J=7.6 Hz, 2H), 2.07 (s, 3H), 1.60-1.55 (m, 2H), 1.47 (s, 6H), 0.87 (t, J=7.2 Hz, 3H); (0339) Mass: 559 [M+H]+.

144690-92-6, 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.,144690-92-6 ,Triphenyl methyl olmesartan, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; API CORPORATION; Seki, Masahiko; US2015/239854; (2015); A1;,
1,3-Benzodioxole – Wikipedia
Dioxole | C3H4O2 – PubChem

37830-90-3, 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. 4,5-Dimethyl-1,3-dioxol-2-one, cas is 37830-90-3,the Dioxole compound, it is a common compound, a new synthetic route is introduced below.

PREPARATION 18 4-Carbo-(5-methyl-2-oxo-1,3-dioxol-4-ylmethoxy)methylpiperazine hydrochloric acid salt Combine 4,5-dimethyl-1,3-dioxol-2-one (3.42 g, 30 mmol), N-bromosuccinimide (5.34 g, 30 mmol) and AIBN (500 mg, 3 mmol) in anhydrous carbon tetrachloride (100 mL). Heat at reflux. After 2 hours, cool and filter. Concentrate the filtrate to give 4-bromomethyl-5-methyl-1,3-dioxol-2-one (6.5 g, crude) as an oil, which can be used for the next step without further purification.

The chemical industry reduces the impact on the environment during synthesis,37830-90-3,4,5-Dimethyl-1,3-dioxol-2-one,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; Hoechst Marion Roussel, Inc.; US5977139; (1999); A;,
1,3-Benzodioxole – Wikipedia
Dioxole | C3H4O2 – PubChem

80841-78-7, 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. 4-(Chloromethyl)-5-methyl-1,3-dioxol-2-one, cas is 80841-78-7,the Dioxole compound, it is a common compound, a new synthetic route is introduced below.

Step B, go to the reaction solution of compound (II) obtained in Step A with stirring,Add 6.27kg of anhydrous potassium carbonate powder and2.01kg iodine, replace the air with nitrogen, the nitrogen pressure in the kettle is ?0.01Mpa,The temperature was controlled at 50 ¡À 2 , and 13.80 kg of compound (IV) was added dropwise at a constant pressure.Add within 40 to 60 minutes. After the incubation reaction for 1.25 hours,Reduce the reaction mixture to below 10 C, extract with conventional solvents in an extraction kettle, wash with water, and separate the layers.The organic phase was distilled under reduced pressure to recover the solvent, crystallized, centrifuged,Drying gave 55.03 kg of crude compound (I).Step C: Add 192.61 kg of ethyl acetate to the 500L refining kettle, start stirring,55.03 kg of the crude compound (I) obtained in step B is added, and the feeding port is closed,Keep the pressure ?0.01MPa after replacing air with nitrogen,The temperature was raised to 75 C and dissolved for 25 minutes until it was clear. The filtrate was filtered and the temperature was reduced to 2.5 C.Centrifuge, put the filter cake into the double cone dryer,Under reduced pressure, a small flow of nitrogen was passed in for replacement three times, and the drying temperature was controlled to 40-50 C.Vacuum degree ?-0.09MPa, after drying for 1 hour,Increase the drying temperature to 50 60 and continue drying for 3 hours.54.06kg compound (1) finished product,The HPLC content was 99.93%, and the residual content of the compound (III) was 0.05%.

The chemical industry reduces the impact on the environment during synthesis,80841-78-7,4-(Chloromethyl)-5-methyl-1,3-dioxol-2-one,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; Shandong Xinhua Pharmaceutical Co., Ltd.; Zhu Lianbo; Wu Hui; Dou Guohua; (6 pag.)CN110590758; (2019); A;,
1,3-Benzodioxole – Wikipedia
Dioxole | C3H4O2 – PubChem

144690-92-6, 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. Triphenyl methyl olmesartan, cas is 144690-92-6,the Dioxole compound, it is a common compound, a new synthetic route is introduced below.

Example 7:Preparation of olmesartan medoxomil Trityl olmesartan medoxomil (260 gm) as obtained in example 1 was dissolved in toluene (2600 ml) and then added concentrated hydrochloric acid (156 ml) for 1 hour 30 minutes at room temperature. The reaction mass was maintained for 1 hour 30 minutes at room temperature and then added water (1000 ml). The reaction mass was stirred for 45 minutes at room temperature and the layers were separated. To the aqueous layer was added ethyl acetate (5000 ml) at room temperature. The reaction mass was cooled to 15 to 20C and pH of the reaction mass was adjusted to 4.5 to 5.5 with sodium carbonate (20%, 560 ml). The reaction mass was stirred for 20 minutes at 20C and the layers were separated. The organic layer was dried over sodium sulfate and ethyl acetate was distilled off completely under vacuum at below 45C to obtain a residual mass. To the residual mass was added ethyl acetate (400 ml) at 40C and then heated to 75 to 80C. The contents were maintained for 30 minutes at 75 to 80C. The reaction mass was cooled to room temperature and stirred for 1 hour. The reaction mass was further cooled to 10 to 15C and stirred for 1 hour 30 minutes, filtered. The solid obtained was dried at 40 to 45C for 4 hours to obtain 150 gm of olmesartan medoxomil.Olmesartan medoxomil: 98.6%;Olmesartan acid impurity: 0.32%;Trityl olmesartan medoxomil impurity: 0.35%Methyl olmesartan medoxomil impurity: 0.35%.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of Triphenyl methyl olmesartan, 144690-92-6

Reference£º
Patent; HETERO RESEARCH FOUNDATION; PARTHASARADHI REDDY, Bandi; RATHNAKAR REDDY, Kura; MURALIDHARA REDDY, Dasari; RAJI REDDY, Rapolu; RAMAKRISHNA REDDY, Matta; VAMSI KRISHNA, Bandi; WO2012/1694; (2012); A1;,
1,3-Benzodioxole – Wikipedia
Dioxole | C3H4O2 – PubChem

80841-78-7, 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. 4-(Chloromethyl)-5-methyl-1,3-dioxol-2-one, cas is 80841-78-7,the Dioxole compound, it is a common compound, a new synthetic route is introduced below.

Example 1(1) Tritylation and DMDO Esterification ReactionsAfter mixing 4-(1-hydroxy-1-methylethyl)-2-propyl-1-[[2′-[1H-tetrazol-5-yl]biphenyl-4-yl]methyl]imidazole-5-carboxylic acid (30 g), acetone (210 mL), 1,8-diazabicyclo[5,4,0]-7-undecene [DBU] (25.5 g) and triphenylmethyl chloride [TPC] (23.79 g), water (0.6 mL) was added and acetone (30 mL) was poured into the mixture, and the reaction mixture was stirred at 48 to 52 C. for 2 hours. Then, water (0.9 mL) was added and 4-chloromethyl-5-methyl-1,3-dioxol-2-one [DMDO-Cl] (18.5 g) was poured in, and the reaction mixture was stirred at 48 to 52 C. for 5 hours.(2) Obtaining Crude Crystals of Trityl Olmesartan Medoxomil (Acetone Solvate Crystals)After the reaction mixture was cooled to 20 C. to precipitate crystals, it was stirred at 15 to 25 C. for 40 minutes, and water (96 mL) was added dropwise over a period of 25 minutes, and then the reaction mixture was cooled to 0 to 5 C. and stirred for 30 minutes. The precipitated crystals were filtered out and washed with acetone-water (150 mL), and wet crude crystals of (5-methyl-2-oxo-1,3-dioxolen-4-yl)methyl 4-(1-hydroxy-1-methylethyl)-2-propyl-1-[[2′-[2-(triphenylmethyl)-2H-tetrazol-5-yl]biphenyl-4-yl]methyl]imidazole-5-carboxylate (57.83 g) were obtained. These were then dried in vacuo at 60 C. for approximately 15 hours, and the dry acetone solvate crystals (57.50 g) were obtained.

The chemical industry reduces the impact on the environment during synthesis,80841-78-7,4-(Chloromethyl)-5-methyl-1,3-dioxol-2-one,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; DAIICHI SANKYO COMPANY, LIMITED; US2012/59172; (2012); A1;,
1,3-Benzodioxole – Wikipedia
Dioxole | C3H4O2 – PubChem

As a common heterocyclic compound, it belongs to Dioxole compound, name is Triphenyl methyl olmesartan, and cas is 144690-92-6, its synthesis route is as follows.

Trityl olmesartan medoxomil (250 g, 310 mmol) (97.3 % area) is dissolved in THF (1560 ml) and 48 % aqueous hydrobromic acid (70.6 ml, 625 mmol) is added slowly. The mixture is stirred for at 25 C. After 1 hour the precipitate forms. The mixture is stirred for 1 additional hour at 25 C, then cooled to -5 C and stirred for 1.5 hours at -5 C. The precipitate is filtered. 940 ml of THF is added to the precipitate and the mixture is stirred for 1 h at 25 C and then 1 hour at -5 C. Then precipitate is filtered off and washed with cold THF (150 ml). It is then dissolved in a mixture of water (875 ml) and acetone (440 ml). To a clear solution 5 % aqueous solution of NaHCO3 is added to raise pH to 5.15. The mixture is stirred for 1 hour at room temperature and 1 hour at 0 C. The precipitate is filtered, washed with water and then recrystallized from a mixture of acetonitrile (280 ml) and water (70 ml) to give 124.5 g of olmesartan medoxomil (99.68 % area)

144690-92-6, 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.,144690-92-6 ,Triphenyl methyl olmesartan, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; LEK Pharmaceuticals d.d.; EP2022790; (2009); A1;,
1,3-Benzodioxole – Wikipedia
Dioxole | C3H4O2 – PubChem

80841-78-7, 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. 4-(Chloromethyl)-5-methyl-1,3-dioxol-2-one, cas is 80841-78-7,the Dioxole compound, it is a common compound, a new synthetic route is introduced below.

To the flask was added 2000 g of acetone, 160 g of ethyl 4- (1-hydroxy-1-methylethyl) -2-propylimidazole-5-carboxylate (II), 150 g of K2CO3, 460 g of 4- [2- (Trityltetrazol-5-yl) phenyl] benzyl bromide (III), 20g KI, the temperature was raised to reflux, the reaction was incubated for 34-38 hours under stirring.Then add 102g KOH, reflux reaction 6 ~ 8h. Cool to 10 ~ 20 , add 170g DMDO-Cl, incubated for 30 ~ 60min.Heating to reflux, the reaction 22 to 26 hours.After the reaction was added 40g of diatomaceous earth, stirring for 30 to 60 minutes, suction filtration, 200g acetone rinse cake. To the filtrate was added 800g of drinking water and 200g of refined hydrochloric acid, the reaction at room temperature for 2 to 4 hours, filtered to remove by-product triphenylcarbinol. Dropping 10% K2CO3 aqueous solution, adjusting feedstock pH to 4, cooling to 10 ~ 20 , stirring crystallization 2h, filtration, the filter cake with a mixture of pre-cooled 45g acetone and 230g of drinking water washing and drying, to obtain Olmesartan Medoxomil 309 g, total yield 83.1% (relative to ethyl-4- (1-hydroxy-1-methylethyl) -2-propylimidazole-5- carboxylate (II)), purity: 99.27% of the main peak, 0.08% of the olmesartan acid, 0.14% of the triphenylmethanol, and 0.13% of the largest unidentified one.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 4-(Chloromethyl)-5-methyl-1,3-dioxol-2-one, 80841-78-7

Reference£º
Patent; Zhejiang Huahai Zhicheng Pharmaceutical Co., Ltd.; Zhejiang Huahai Pharmaceutical Co., Ltd.; Jin Congyang; Wang Jiquan; Zhang Wenling; Wang Peng; (10 pag.)CN107311990; (2017); A;,
1,3-Benzodioxole – Wikipedia
Dioxole | C3H4O2 – PubChem

144690-92-6, 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. Triphenyl methyl olmesartan, cas is 144690-92-6,the Dioxole compound, it is a common compound, a new synthetic route is introduced below.

Example 8; To a solution of (5-Methyl-2-oxo-1,3-dioxolen-4-yl)methyl-4-(1-hydroxy-1-methyl ethyl)-2-propyl-1-{4-[2-(trityltetrazol-5-yl)phenyl]phenyl}methylimidazole-5-carboxylate (5.0 g; 6.25 mmol) and toluene (20 ml) at 15-20 C. is added hydrochloric acid (30 ml). Reaction mass is stirred at 15-20 C. for about 15 minutes to 4 hours. The reaction is monitored by TLC. After completion of reaction layers are separated. Aqueous layer is washed with toluene (10 ml). Adjusted the pH of the aqueous layer to 5-6 using aqueous potassium carbonate solution (200 ml) and the compound is extracted using ethyl acetate (60 ml). Combined ethyl acetate layers are washed with brine. Finally crude product (3.1 g; 89.8%) is isolated by evaporation of solvent under reduced pressure.Purity: 99.5%

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of Triphenyl methyl olmesartan, 144690-92-6

Reference£º
Patent; Ramanjaneyulu, Gorantla Seeta; Mohan, Bandari; Ray, Purna Chandra; Sethi, Madhuresh Kumar; Rawat, Vijendra Singh; Krishna, Yerramalla Raja; Lakshminarayana, Vemula; Srinivas, Mamidi; US2009/281327; (2009); A1;,
1,3-Benzodioxole – Wikipedia
Dioxole | C3H4O2 – PubChem