99437-11-3

Usage

Uses

Used in Pharmaceutical Industry:
(S)-4-Hydroxy-2-pyrrolidinone-1-N-acetic acid is used as an impurity or a related compound for the development and synthesis of nootropic drugs, specifically oxiracetam. Its presence in the synthesis process may contribute to the overall pharmacological profile and efficacy of the final drug product.
Used in Research and Development:
As a chiral compound, (S)-4-Hydroxy-2-pyrrolidinone-1-N-acetic acid can be utilized in research and development for the study of stereoselectivity and enantioselectivity in chemical reactions and biological systems. This can lead to a better understanding of the compound's properties and potential applications in various industries.
Used in Quality Control and Analysis:
(S)-4-Hydroxy-2-pyrrolidinone-1-N-acetic acid can be employed as a reference compound in quality control and analytical methods for the detection and quantification of impurities in pharmaceutical products, ensuring the safety and efficacy of the final drug formulations.

InChI:InChI=1/C6H9NO4/c8-4-1-5(9)7(2-4)3-6(10)11/h4,8H,1-3H2,(H,10,11)/t4-/m0/s1

Upstream product

• 142352-10-1 (2,4-dioxopyrrolidin-1-yl)acetamide hydrochloride 
• 10488-69-4 ethyl (S)-4-chloro-3-hydroxybutanoate 
• 56-40-6 glycine 
• 77191-37-8 4-hydroxy-2-oxo-1-pyrrolidine acetic acid 
• 68252-28-8 oxiracetam 
• 62613-80-3 1-ethoxycarbonylmethylpyrrolidine-2,4-dione 
• 110104-61-5 ethyl (2,5-dihydro-4-methoxy-2-oxo-1H-pyrrol-1-yl)acetate 
• 142274-08-6 (4-ethoxy-1,5-dihydro-2-oxo-2H-pyrrol-1-yl)acetic acid 
• 114012-62-3 (1,5-dihydro-4-methoxy-2-oxo-2H-pyrrol-1-yl)acetamide 
• 142274-11-1 2,4-dioxopyrrolidin-1-yl-acetic acid 
• 62613-81-4 ethyl (4-hydroxy-2-oxopyrrolidin-1-yl)acetate 

Relevant academic research and scientific papers

Preparation method and application of 4-hydroxy-2-oxo-1-pyrrolidine acetic acid

The invention provides a preparation method of 4-hydroxy-2-oxo-1-pyrrolidine acetic acid, and the preparation method comprises the following steps: mixing oxiracetam and a lithium compound to react, so as to obtain the 4-hydroxy-2-oxo-1-pyrrolidine acetic acid. The preparation method provided by the invention is simple to operate, high in yield, high in purity and simple and convenient in post-treatment.

A chiral pyrrolidone acetamide derivatives and its preparation and use (by machine translation)

The invention relates to a chiral pyrrolidone acetamide derivatives that N - (2 - amino - 2 - oxo-ethyl) - 2 - (4S - hydroxy - 2 - oxo four hydrogens pyrrole - 1 - yl) acetamide chiral compounds, and its preparation method, the invention also discloses the compound in (S)- 4 - hydroxy - 2 - oxo - 1 - pyrrolidine acetamide quality inspection when the use as the impurity of the reference substance. The N - (2 - amino - 2 - oxo-ethyl) - 2 - (4S - hydroxy - 2 - oxo four hydrogens pyrrole - 1 - yl) acetyl amination compound shown as formula I. The invention provides for the control (S)- 4 - hydroxy - 2 - oxo - 1 - pyrrolidine acetamide the product quality of the raw materials is of great significance. (by machine translation)

Preparation method of nootropic of (S)-oxiracetam

The invention belongs to the field of medicine synthesis, and in particular relates to a preparation method of a nootropic of (S)-oxiracetam. The method comprises the following steps: cyclization is performed on ethyl (S)-3-hydroxy-4-chlorobutyrate and glycine which are used as starting raw materials under the action of an acid-binding agent and a catalyst to obtain a compound (2) of (S)-4-hydroxyl-2-oxo-1-pyrrolidine acetate; reacting the Boc-protected compound (2) with a solid of ammonia source to finally generate (S)-oxiracetam. The preparation method is short in reaction period and simple and convenient to operate; the HPLC (High Performance Liquid Chromatography) purity of the prepared (S)-oxiracetam is 99.8% or above, the total yield reaches 80% or above based on ethyl (S)-3-hydroxy-4-chlorobutyrate, which is far more than 30% of the current yield; remarkable economic benefits are achieved.

Preparation method of (S)-oxiracetam intermediate

The invention belongs to the field of medicine synthesis, and in particular relates to a resolution preparation method of an (S)-oxiracetam intermediate (S)-4-hydroxyl-2-oxo-1-pyrrolidine acetic acid. The method comprises the following steps: carrying out a reaction between 4-hydroxyl-2-oxo-1-pyrrolidine acetic acid and a chiral resolving agent in a solvent to form two kinds of chiral salt with different dissolubilities; separating according to a crystallization method and performing acidizing treatment to obtain the (S)-4-hydroxyl-2-oxo-1-pyrrolidine acetic acid. The method provided by the invention is simple and convenient to operate, high in purity, productivity and yield, and low in cost.

Process for the production of 4-hydroxy-2-oxopyrrolidin-1-yl-acetamide

Process for the production of 4-hydroxy-2-oxoyrrolidin-1-yl-acetamide, a cerebrally active pharmaceutical agent. A 4-halo-3-alkoxy-butenoic acid ester is reacted with glycine to new intermediate products of the formula: STR1 There is further by acid hydrolysis of the alkoxy group, subsequent hydrogenation, esterification of the carboxyl function and finally conversion to the end product by reaction with ammonia.

Cyclic GABA-GABOB analogues. IV. Activity on learning and memory.

A number of N-substituted 4-hydroxy-, 4-acyloxy- and 4-alkoxy-2-pyrrolidinones were examined by a screening method predictive of their activity on cognitive processes. The 1-aminocarbonylmethyl-substituted compounds showed a favorable effect on learning and memory, and among them the most active was the 4-hydroxy derivative, oxiracetam, which had a potency considerably higher than piracetam, used for comparison purposes.