CAS: 73590-85-9; 5-Methoxy-2-[[(4-Methoxy-3,5-Dimethyl-2-Pyridyl)Methyl]Thio]Benzimidazole

上下游产品

2-(2-hydroxyethyldisulfanylmethyl)-4-methoxy-1-(5-methoxybenzimidazol-2-yl)-3,5-dimethylpyridinium omeprazole-2-mercaptoethanol disulfide 2-hydroxyethanethiol omeprazoleomeprazole (S)-6-methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridinyl)-methyl]-sulfinyl]-1H-benzimidazole (R)-6-methoxy-2-((4-methoxy-3,5-dimethylpyridin-2-yl)methylsulfinyl)-1H-benzoimidazole omeprazole sulfone

奥美拉唑置于氢气体系中,79.84 °C,100.0 Kpa 条件下,以91 %的收率获得产物乌非拉唑
参考文献:磷合金化作为设计用于亚砜脱氧的高活性和耐用金属纳米颗粒催化剂的有力方法:磷的配体和集合效应
标题:磷合金化作为设计用于亚砜脱氧的高活性和耐用金属纳米颗粒催化剂的有力方法:磷的配体和集合效应
摘要:通过掺入额外的金属对金属纳米颗粒 (Nps) 进行改性是开发新型催化剂的关键技术.然而,将非金属掺入金属纳米粒子的效果尚未得到广泛探索,特别是在有机合成领域.在这项研究中,我们证明了磷 (P) 合金化显着提高了贵金属 Np 将亚砜脱氧成硫化物的活性.特别是,磷化钌纳米粒子表现出优异的催化活性和对硫中毒的高耐久性,优于传统催化剂.包括药物中间体在内的各种亚砜以优异的收率脱氧为硫化物.对结构-活性关系的详细研究表明,P 合金具有双重作用:它对从ru到p的电子转移建立配体效应,促进活性氢物种的产生,并对ru-P键的形成具有整体效应,防止与硫化物产物的强配位.这些效应结合起来提高了磷化钌纳米粒子的催化性能.这些结果表明,P-合金化是一种有效的方法来改善金属 Np 催化用于多种有机合成.
DOI:10.1021/jacsau.1C00461

专利信息

专利号:US-8173817-B2
优先权日:2004-05-28
标 题 :Stereoselective synthesis of benzimidazole sulfoxides
发明人：REDDY BANDI PARTHASARADHI; REDDY KURA RATHNAKAR; REDDY RAPOLU RAJI; REDDY DASARI MURALIDHARA
权利人:REDDY BANDI PARTHASARADHI; REDDY KURA RATHNAKAR; REDDY RAPOLU RAJI; REDDY DASARI MURALIDHARA; HETERO DRUGS LTD
摘要:The present invention relates to a process for stereoselective synthesis of substituted sulfoxides either as a single enantiomer or in an enantiomerically enriched form. Thus, 5-methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]thio]-1H-benzimidazole is reacted with (R)-camphorsulfonyl chloride to form a mixture of 1-(R)-camphorsulfonyl-5- (and 6-)methoxy-2-[(3,5-dimethyl-4-methoxy-2-pyridyl)methylthio]-1H-benzimidazole, oxidized to obtain a diastereomeric excess of 1-(R)-camphorsulfonyl-(5- and 6-)-methoxy-2-[(3,5-dimethyl-4-methoxy-2-pyridyl)methyl-(S)-sulfinyl]-1H-benzimidazole over 1-(R)-camphorsulfonyl-(5- and 6-)-methoxy-2-[(3,5-dimethyl-4-methoxy-2-pyridyl)methyl-(R)-sulfinyl]-1H-benzimidazole, the diastereomers are separated by fractional crystallization and the separated 1-(R)-camphorsulfonyl-(5- and 6-)-methoxy-2-[(3,5-dimethyl-4-methoxy-2-pyridyl)methyl-(S)-sulfinyl]-1H-benzimidazole is deprotected to give esomeprazole.

专利号:US-5386032-A
优先权日:1990-06-07
标 题 :Method of synthesis of 5-methoxy-2-[(4-methoxy-3,5-dimethyl-2-pyridinyl)-methyl]sulfinyl-1H-benzimidazole (omeprazole)
发明人：BRAENDSTROEM ARNE E
权利人:ASTRA AB
摘要:The present invention relates to an improved method for the synthesis of omeprazole, comprising the steps of reacting 5-methoxy-2-[(4-methoxy-3,5-dimethyl-2-pyridinyl)-methylthio]-1H-benzimidazole with m-chloroperoxybenzoic acid in a methylene chloride solution at a substantially constant pH of about 8.0 to 8.6; extracting the reaction mixture with aqueous NaOH; separating the aqueous phase from the organic phase; and adding an alkyl formate to the aqueous phase, resulting in crystallization of omeprazole.

专利号:US-6268502-B1
优先权日:1998-07-13
标 题 :Process of synthesis of 5-methoxy- 2-[(4-methoxy-3,5-dimethy-2-pyridyl)methyl]sulfiny-1h-benzimidazole
发明人：HAFNER MILAC NATASA; JEREB DARJA
权利人:LEK TOVARNA FARMACEVTSKIH
摘要:An improved process of synthesis of 5-methoxy-2-[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]sulfinyl-1H-benzimidazole (omeprazole) by oxidation of 5-methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole with 3-chloroperoxy-benzoic acid in ethyl acetate wherein omeprazole is poorly soluble, at a temperature between -10° C. and 5° C. is disclosed. The second step is a purification of the crude product by dissolution and reprecipitation of the final product.

专利号:US-5627295-A
优先权日:1993-03-19
标 题 :Synthesis of higher alcohols
发明人：SOFIANOS ALKEOS; SCURRELL MICHAEL S
权利人:PATLICO INTERNATIONAL BV
摘要:A higher alcohol synthesis catalyst precursor comprises a homogeneous, highly crystalline, hydroxycarbonate compound containing copper, zinc and at least one element selected from the group consisting of aluminium, manganese and chromium. It also comprises at least one element from at least one of the followng groups of the Periodic Table of Elements: Group IIIA, Group IIIB, Group IVB and Group VIIB.

专利号:US-6437139-B1
优先权日:1997-05-06
标题 :Synthesis of pharmaceutically useful pyridine derivatives
发明人：ZOGHBI MICHEL; CHEN LIQUIN
权利人:PDI RES LAB INC
摘要:A process is provided for the preparation of compounds of formula I,useful in the preparation of compounds such as Omeprazole, Lansoprazole and Pantoprazole, wherein R1=H or CH3, R2=H or CH3, R3=Alkoxy (1-4C), OCH2CF3, Cyano, Hydrogen, Halogen, Acetoxy or Aryloxy, any electron withdrawing group or salts (organic or inorganic) of electron donating groups, R=Alkoxy, Hydroxy, Halogen, Activated ester, Tosylate, Mesylate, Thiol or Xanthyl, wherein the process for the preparation of compound of formula I employs a free radical reaction to functionalize the 2-position.

专利号:US-7683178-B2
优先权日:2002-10-18
标 题 :Method for the synthesis of a benzimidazole compound
发明人：GUSTAVSSON ANDERS
权利人:ASTRAZENECA AB
摘要:A process for the manufacture of omeprazole or esomeprazole from pyrmethyl alcohol via pyrmethyl chloride and pyrmetazole characterized in that the whole reaction sequence is carried out without any isolation or purification of intermediates. Further, the reaction is carried out in a solvent system common for the whole reaction sequence and inert to the reactants formed during the process and used in the process and comprises a water immiscible organic solvent and a specified amount of water.