- Enantioseparation of racecadotril using polysaccharide-type chiral stationary phases in polar organic mode
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Enantioseparation of the antidiarrheal drug, racecadotril, was investigated by liquid chromatography using polysaccharide-type chiral stationary phases in polar organic mode. The enantiodiscrimininating properties of 4 different chiral columns (Chiralpak
- Szabó, Zoltán-István,Foroughbakhshfasaei, Mohammadhassan,Noszál, Béla,Tóth, Gerg?
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- Method for synthesizing racecadotril
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The invention provides a method for synthesizing racecadotril. The method comprises the following steps: I, enabling a compound (II) to react with an acylation reagent so as to obtain a compound (III); II, enabling he compound (III) to react with benzyl g
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- A by 3 - phenyl -1 - methylacetylene preparation quickly disintegrating process method (by machine translation)
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A by 3 - phenyl - 1 - propyne preparation quickly disintegrating process method, which belongs to the technical field of pharmaceutical intermediates. In the preparation quickly disintegrating in the process, intermediate benzyl acrylic acid yield and purity of the most important, this method first using 3 - phenyl - 1 - propyne as the raw material, in the palladium catalyst Pd2 (Dba)3 And the ligand dppp with ethyl carbonate under the catalysis of the reaction to the one-step synthesis of benzyl acrylic acid, its advantage lies in atmospheric pressure to complete the addition reaction, functional group tolerance is good, high efficiency, high purity, the production process is greatly simplified, and to obtain the target product preparation process of yield and purity than the traditional process much higher. The method has the advantages of greatly improve the productivity, reduce the cost, improve the safety, energy saving and the like, in accordance with the green reaction of modern chemical production requirement. (by machine translation)
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- Method for preparing racecadotril through one-pot process
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The invention belongs to the technical field of drug synthesis, and particularly relates to a method for preparing racecadotril through a one-pot process. The method comprises the followings steps: firstly, adding 2-benzyl-3-ethanethioyl crylic acid, orga
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Paragraph 0015; 0035-0055
(2019/04/04)
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- Preparation method and detection method for ecadotril
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The invention provides a preparation method and detection method for ecadotril. 2-benzyl-3-hydroxypropionic acid is used as a raw material, and a four-step method is employed for preparing an intermediate and ecadotril, so more options are provided for acquisition of the bulk drug ecadotril. At the same time, based on the fact that (R)-phenylethylamine has slightly different abilities in elution of ecadotril and ecadotril enantiomers, a liquid-phase detection method for racecadotril in European Pharmacopoeia is employed for separation and detection in a liquid-phase system of an achiral column. The detection method is simple to operate and easy to implement.
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- "A PROCESS FOR THE PREPARATION OF N-[2-[(ACETYLTHIO) METHYL]-1-OXO-3-PHENYLPROPYL] GLYCINE PHENYL METHYL ESTER AND INTERMEDIATES THEREOF"
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The present invention provides a process for the preparation of N-[2-[(acetylthio) methyl]-1-oxo-3-phenylpropyl] glycine phenyl methyl ester and intermediates thereof.
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Page/Page column 11
(2013/07/19)
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- Structural studies of racecadotril and its process impurities by NMR and mass spectroscopy
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Three unknown impurities in racecadotril bulk drug at levels below 0.5% were detected by simple reverse phase isocratic high performance liquid chromatography (HPLC). Structures for these impurities were proposed by molecular ion information and their fragmentation pattern obtained by LC-MS and these impurities were confirmed by NMR spectroscopy. The impurities I, II and III were characterized as benzyl 2-methyl carboximido acetate, benzyl 2-phenyl ethyl carboximido acetate, and benzyl 2-(1-benzyl vinyl carboximido) acetate. These structures were further confirmed by co-injecting of synthetic standards of impurities with racecadotril. The mechanism of the formation of these process related impurities is discussed.
- Mallikarjun Reddy,Moses Babu,Sudhakar,Sharma,Sudershan Reddy,Vyas
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p. 994 - 998
(2007/10/03)
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- Method for producing optically active phenylpropionic acid derivative
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Optically active N-(S-2-acetylthiomethyl-1-oxo-3-phenylpropyl)-glycine benzyl ester useful as an enkephalin inhibitory agent or ACE inhibitory agent can be produced at low cost in an industrial manner, by a method comprising subjecting optically active 2-hydroxymethyl-3-phenylpropionic acid and glycine benzyl ester to condensation to subsequently convert the hydroxyl group into an elimination group, and substituting the elimination group with an acetylthio group.
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Page column 11
(2008/06/13)
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- New asymmetric synthesis of dexecadotril and ecadotril starting from a single precursor
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We describe herein a method providing access to both enantiomers of 3-acetylthio-2-benzylpropionic acid via enzymatic desymmetrization of 2-benzyl-1,3-propanediol. These compounds are respectively the starting materials for the synthesis of ecadotril, and dexecadotril, which are powerful inhibitors of NEP (EC 3.4.24.11) and have been developed as therapeutic agents.
- Monteil,Danvy,Plaquevent,Duhamel,Duhamel,Gros,Schwartz,Lecomte
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p. 211 - 218
(2007/10/03)
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- PROCESS FOR THE ASYMMETRIC SYNTHESIS OF S-ACYL DERIVATIVES OF 2-MERCAPTOMETHYL -3- PHENYL PROPANOIC ACID, APPLICATION TO THE SYNTHESIS OF N-(MERCAPTOACYL) AMINO ACID DERIVATIVES
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Process for the asymmetric synthesis of S-acyl derivatives of 2-mercaptomethyl-3-phenylpropanoic acid of formula (I): characterized in that it comprises the steps consisting in:a) preparing the diol (VI) by reduction of a malonic ester (V) in the presence of a hydride; b) preparing the monoacetates (VII R) or (VII S) respectively; c) subjecting these monoacetates to an oxidation in order to form the acids (IX S) or (IX R);d) saponifying the compounds (IX S) or (IX R) in order to form the hydroxy acids (X S) or (X R);e) thioacylating the hydroxy acids (X S) or (X R) with a mercapto acid R. sub.1 SH (XI), according to a Mitsunobu-type reaction, in order to lead to the desired acids (I R) (I S) respectively and application to the synthesis of N-(mercaptoacyl)amino acid derivatives (II). STR1
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- Method for producing optically active phenylpropionic acid derivative
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Optically active N-(S-2-acetylthiomethyl-1-oxo-3-phenylpropyl)-glycine benzyl ester useful as an enkephalin inhibitory agent or ACE inhibitory agent can be produced at low cost in an industrial manner, by a method comprising subjecting optically active 2-
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