Category: 73590-85-9

On September 30, 2009, Yang, Chuanbo; Jin, Qingping; Zhang, Hua; Liao, Jian; Zhu, Jin; Yu, Bin; Deng, Jingen published an article.Product Details of 73590-85-9 The title of the article was Tetra(tetraalkylammonium)octamolybdate catalysts for selective oxidation of sulfides to sulfoxides with hydrogen peroxide. And the article contained the following:

A method for the synthesis of the title compounds [i.e., tetrabutylammonium octamolybdate and tetrakis(1-butylpyridinium) octamolybdate] is reported here. Tetra(tetraalkylammonium)octamolybdate catalysts are successfully applied in the selective oxidation of various sulfides to sulfoxides with 30% aqueous hydrogen peroxide as oxidant under mild reaction conditions in 94-100% yield and 95-100% selectivity. The octamolybdate catalysts show high catalytic activity in a high ratio of substrate to catalyst (up to 10000:1) and are recyclable, with actively functional groups, including hydroxyl group and C:C bonds, tolerated in the oxidation The experimental process involved the reaction of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole(cas: 73590-85-9).Product Details of 73590-85-9

The Article related to octamolybdate ammonium preparation oxidation sulfoxidation catalyst, Heterocyclic Compounds (More Than One Hetero Atom): Imidazoles and other aspects.Product Details of 73590-85-9

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On February 2, 2009, Li, Xie; Du, Youguo; Zong, Zaiwei; Chen, Xiangfeng published an article.Name: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole The title of the article was Research on synthesis of S-(-)-omeprazole sodium. And the article contained the following:

A method for the synthesis of the title compound [i.e., 6-methoxy-2-[(S)-[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole sodium salt (1:1)] is reported here. (-)-Omeprazole was prepared from 5-methoxy-2-[(4-methoxy-3,5-dimethyl-2-pyridinyl)methylthio]benzimidazole (i.e., a sulfide derivative) and cumene hydroperoxide by an asym. oxidation method. The product was treated with sodium hydroxide to give S-(-)-omeprazole sodium. The experimental process involved the reaction of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole(cas: 73590-85-9).Name: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole

The Article related to proton pump inhibitor s omeprazole sodium asym oxidation, Heterocyclic Compounds (More Than One Hetero Atom): Imidazoles and other aspects.Name: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On July 20, 2018, Bong, Yong Koy; Song, Shiwei; Nazor, Jovana; Vogel, Michael; Widegren, Magnus; Smith, Derek; Collier, Steven J.; Wilson, Rob; Palanivel, S. M.; Narayanaswamy, Karthik; Mijts, Ben; Clay, Michael D.; Fong, Ryan; Colbeck, Jeff; Appaswami, Amritha; Muley, Sheela; Zhu, Jun; Zhang, Xiyun; Liang, Jack; Entwistle, David published an article.Electric Literature of 73590-85-9 The title of the article was Baeyer-Villiger Monooxygenase-Mediated Synthesis of Esomeprazole As an Alternative for Kagan Sulfoxidation. And the article contained the following:

A wild-type Baeyer-Villiger monooxygenase was engineered to overcome numerous liabilities to mediate a com. oxidation of pyrmetazole to esomeprazole, using air as the terminal oxidant in an almost exclusively aqueous reaction matrix. The developed enzyme and process compares favorably to the incumbent Kagan inspired chemocatalytic oxidation, as esomeprazole was isolated in 87% yield, in >99% purity, with an enantiomeric excess of >99%. The experimental process involved the reaction of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole(cas: 73590-85-9).Electric Literature of 73590-85-9

The Article related to baeyer villiger monooxygenase esomeprazole preparation, Heterocyclic Compounds (More Than One Hetero Atom): Imidazoles and other aspects.Electric Literature of 73590-85-9

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On February 10, 2009, Wan, Huan; Fang, Feng; Duan, Mei-Li; Xu, Xu; Ji, Ya-Fei published an article.Reference of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole The title of the article was Synthesis of 6-methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole (omeprazole). And the article contained the following:

A method for the synthesis of the title compound [i.e., 6-methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole, omeprazole] is reported here. Omeprazole is a proton pump inhibitor. A one-pot method was performed for the oxidation and nitration of of 2,3,5-trimethylpyridine to provide 2,3,5-dimethylpyridine N-oxide. The chlorination of that intermediate gave 2-(chloromethyl)-3,5-dimethyl-4-nitropyridine 1-oxide. A reaction of this chloromethyl compound with 2-mercapto-5-methoxybenzimidazole in the presence of excess sodium methoxide simultaneously achieved a condensation and methoxylation to give 6-methoxy-2-[[(4-methoxy-3,5-dimethyl-1-oxido-2-pyridinyl)methyl]thio]-1H-benzimidazole. The target compound was formed by deoxidation with phosphorus trichloride and the oxidation with sodium perborate in an overall yield of 48.7%. The structures of the intermediates and omeprazole were confirmed by 1H NMR and MS. The experimental process involved the reaction of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole(cas: 73590-85-9).Reference of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole

The Article related to omeprazole preparation, Heterocyclic Compounds (More Than One Hetero Atom): Imidazoles and other aspects.Reference of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Song, Weiguo; Dong, Liangjun; Zhou, Yuhan; Fu, Yongqiang; Xu, Wenfang published an article in 2015, the title of the article was Catalytic Asymmetric Synthesis of Esomeprazole by a Titanium Complex with a Hexa-aza-triphenolic Macrocycle Ligand.Quality Control of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole And the article contains the following content:

An efficient synthesis of esomeprazole I via catalytic asym. oxidation of 1H-benzimidazolyl pyridinylmethyl sulfide by a titanium complex with a hexa-aza-triphenolic macrocycle ligand is described. Esomeprazole was prepared with 99.6% ee, which meets the high requirement of the European Pharmacopeia on enantiomeric purity. The experimental process involved the reaction of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole(cas: 73590-85-9).Quality Control of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole

The Article related to esomeprazole enantioselective synthesis, benzimidazolyl pyridinylmethyl sulfide oxidation titanium complex hexaazatriphenolic macrocycle ligand, Heterocyclic Compounds (More Than One Hetero Atom): Pyrazoles and other aspects.Quality Control of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Li, Zhicheng; Kong, Xiaobo; Mai, Wenpeng; Sun, Gangchun; Zhao, Shizhao published an article in 2014, the title of the article was Synthesis of esomeprazole through asymmetric oxidation.Related Products of 73590-85-9 And the article contains the following content:

N,N’-dicyclohexyl-d-tartaric diamide 2a and N,N’-di-[(R)-indan]-d-tartaric diamide 2b were prepared through the reaction of diethyl-d-tartrate with cyclohexylamine and (R)-(-)-1-aminoindan, resp. The two compounds coordinated with iso-Pr titanate (Ti(O-iPr)4), were used as catalyst in the asym. oxidation of pyrmetazol 3 with cumene hydroperoxide (CHP) as oxidant. The results revealed that both the catalytic systems derived from ligand 2a and 2b with Ti(O-iPr)4 showed good catalytic activity and enantioselectivity in the synthesis of esomeprazole. Under the optimized conditions, the yield reached 91%, 91% and the enantio excess (ee) was up to 87%, 89%. The experimental process involved the reaction of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole(cas: 73590-85-9).Related Products of 73590-85-9

The Article related to asym oxidation esomeprazole synthesis, Heterocyclic Compounds (More Than One Hetero Atom): Pyrazoles and other aspects.Related Products of 73590-85-9

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On June 30, 2021, Zhao, Peng; Ren, Shi-Miao; Liu, Feng; Zheng, Yu-Cong; Xu, Na; Pan, Jiang; Yu, Hui-Lei; Xu, Jian-He published an article.Related Products of 73590-85-9 The title of the article was Protein engineering of thioether monooxygenase to improve its thermostability for enzymatic synthesis of chiral sulfoxide. And the article contained the following:

Esomeprazole, the S-enantiomer of omeprazole, is the best-selling proton pump inhibitor. In our previous work, a mutant of cyclohexanone monooxygenase from the Acinetobacter calcoaceticus (named AcCHMO-M6) was successfully obtained through protein engineering which could catalyze the oxidation of omeprazole sulfide. However, its practical application is still hindered by the poor thermostability, especially in the up-scaled reaction process. In this work, site mutagenesis based on consensus anal. and directed evolution were used to engineer this enzyme in order to improve the stability of AcCHMO-M6. The half-lives of the resultant mutants AcCHMO-M9 (F29L/R444E) and AcCHMO-M10 (F29L/R444E/A145S/G430T) at 40°C were increased from 2.2 h to 8.5 h and 5.9 h resp., while the corresponding Tm values were increased by 7°C and 5.3°C in comparison to AcCHMO-M6. The specific activity of AcCHMO-M9 was comparable to that of AcCHMO-M6, and the specific activity of AcCHMO-M10 was about 4-fold that of AcCHMO-M6. The AcCHMO-M10 catalyzed sulfide oxidation reaction reached 100% conversion after 16 h at 30°C, in contrast to 39.4% conversion in the case of AcCHMO-M6. These results show that the potential of this thioether monooxygenase can be significantly improved by protein engineering. The experimental process involved the reaction of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole(cas: 73590-85-9).Related Products of 73590-85-9

The Article related to acinetobacter cyclohexanone monooxygenase protein engineering thermostability chiral sulfoxide, Fermentation and Bioindustrial Chemistry: Industrial Chemicals and other aspects.Related Products of 73590-85-9

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On January 31, 2008, Khomenko, T. M.; Volcho, K. P.; Komarova, N. I.; Salakhutdinov, N. F. published an article.Reference of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole The title of the article was An efficient procedure for the synthesis of Esomeprazole using a titanium complex with two chiral ligands. And the article contained the following:

A procedure has been proposed for the selective preparation of Esomeprazole [(S)-I] via asym. oxidation of the corresponding prochiral sulfide in the presence of a catalytic complex derived from titanium(IV) isopropoxide and two different chiral ligands, di-Et D-tartrate and (R)-N,N-dimethyl-1-phenylethanamine. The experimental process involved the reaction of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole(cas: 73590-85-9).Reference of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole

The Article related to asym preparation esomeprazole, titanium complex tartrate phenylethanamine asym preparation esomeprazole, Heterocyclic Compounds (More Than One Hetero Atom): Imidazoles and other aspects.Reference of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On March 16, 2018, Delsarte, Christine; Santraine, Romuald; Fours, Baptiste; Petit, Laurent published an article.Name: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole The title of the article was Metal-Free Synthesis of the Methanol Solvate of (S)-Omeprazole Potassium Salt Using (1R)-(-)-10-Camphorsulfonyloxaziridine: Oxidation Process Development and Optical Purity Enhancement Strategy. And the article contained the following:

The results of our process development studies to synthesize the methanol solvate of (S)-omeprazole potassium salt through the enantioselective oxidation of pyrmetazole using (1R)-(-)-10-camphorsulfonyloxaziridine are reported. Optical purity enhancement was achieved by means of a reslurry from methanol, the rationale and development details of which are also described. The experimental process involved the reaction of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole(cas: 73590-85-9).Name: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole

The Article related to pyrmetazole camphorsulfonyloxaziridine enantioselective oxidation, omeprazole potassium salt stereoselective preparation, Heterocyclic Compounds (More Than One Hetero Atom): Imidazoles and other aspects.Name: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On March 31, 2016, Song, Guo-Qiang; Qin, Feng; Huang, Xian-Feng; Lv, Xiao-Bing; Yang, Bei published an article.Electric Literature of 73590-85-9 The title of the article was Easy Removal of N-carboxybenzyl (Cbz) Protective Group by Low-Carbon Alcohol. And the article contained the following:

A new method for the removal of benzyloxycarbonyl protective group was established. It was accomplished by using methanol, ethanol or t-butanol as a deprotective reagent, and the scope and limitations of this method were also preliminarily investigated. These results broadened utility of N-Cbz protective group in synthetic chem., especially in synthesis or use of imidazole, benzimidazole, pyrazole or their derivatives The experimental process involved the reaction of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole(cas: 73590-85-9).Electric Literature of 73590-85-9

The Article related to imidazole pyrazole benzimidazole preparation, pyrazole imidazole benzimidazole benzyloxycarbonyl deprotection low carbon alc, Heterocyclic Compounds (More Than One Hetero Atom): Imidazoles and other aspects.Electric Literature of 73590-85-9

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem