68252-28-8

Basic information

• Product Name: (R)-Oxiracetam
• Synonyms: 2-[(4R)-4-hydroxy-2-oxo-pyrrolidin-1-yl]acetamide;(R) - Oxiracetam;(R)-2-(4-HYDROXY-2-OXOPYRROLIDIN-1-YL)ACETAMIDE;(R)-4-Hydroxy-2-oxo-1-pyrrolidineacetamide;1-Pyrrolidineacetamide, 4-hydroxy-2-oxo-, (R)-;(4R)-4-hydroxy-2-oxo-1-PyrrolidineacetaMide
• CAS NO: 68252-28-8
• Molecular Formula: C₆H₁₀N₂O₃
• Molecular Weight: 158.16
• Product Categories: APIs;Amines;Chiral Reagents;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 68252-28-8.mol
• Article Data: 17

Chemical Properties

• Melting Point: 163-167 °C
• Boiling Point: 494.6 °C at 760 mmHg
• Flash Point: 252.9 °C
• Appearance: /
• Density: 1.416 g/cm³
• Vapor Pressure: 7.39E-12mmHg at 25°C
• Refractive Index: 1.57
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: (R)-Oxiracetam(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-Oxiracetam(68252-28-8)
• EPA Substance Registry System: (R)-Oxiracetam(68252-28-8)

Safety Data

• Hazardous Substances Data: 68252-28-8(Hazardous Substances Data)

Usage

Uses

An oxiracetam (O846905) enantiomer with less potency as a nootropic than its (-)-S enantiomer.

Purification Methods

It has been recrystallised from aqueous Me2CO. [Gouilaev & Senning Brain Research Rev 19 180 1994.]

InChI:InChI=1/C6H10N2O3/c7-5(10)3-8-2-4(9)1-6(8)11/h4,9H,1-3H2,(H2,7,10)/t4-/m1/s1

Upstream product

• 62613-81-4 ethyl (4-hydroxy-2-oxopyrrolidin-1-yl)acetate 
• 10488-68-3 methyl 4-chloro-3-hydroxybutanoate 
• 1668-10-6 glycinamide hydrochloride 
• 4509-09-5 Methyl (+/-)-3,4-epoxybutanoate 
• 85614-53-5 methyl 2,4-dioxo-1-pyrrolidinacetate 
• 85614-54-6 2-(2,4-dioxopyrrolidine-1-yl)acetamide 
• 142274-09-7 butyl (4-hydroxy-2-oxopyrrolidin-1-yl)acetate 
• 598-41-4 H-Gly-NH₂ 

Downstream Products

• 1392812-94-0 C₆H₁₀N₂O₃*C₇H₆O₅ 
• 1392812-96-2 C₆H₁₀N₂O₃*C₇H₆O₄ 
• 62833-66-3 2,5-Dihydro-2-oxo-1H-pyrrol-1-acetamid 
• 77191-37-8 4-hydroxy-2-oxo-1-pyrrolidine acetic acid 

Relevant articles and documents

Preparation method of 4-hydroxy-2-oxo-1-pyrrolidine acetamide

The invention belongs to the technical field of drug synthesis, in particular to a preparation method of 4-hydroxy-2-oxo-1-pyrrolidine acetamide. The 4-hydroxy-2-oxo-1-pyrrolidine acetamide is produced by intramolecular dehydration of 4-hydroxy-2-oxo-1-pyrrolidine acetic acid to obtain lactone which is then reacted with ammonia water. The preparation method of the 4-hydroxy-2-oxo-1-pyrrolidine acetamide has the advantages of short reaction period, mild conditions, low production cost, high product yield, good quality and the like, so that the method is suitable for industrial large-scale production.

Preparation method 2 - (4 -hydroxy -2 - oxo -1 - pyrrolidinyl) acetamide (by machine translation)

The invention relates to the field, organic synthesis and medicine technology. In particular, the invention provides a method for preparing 2 - (4 -hydroxy -2 - oxo -1 - pyrrolidinyl) acetamide, which uses methyl 4 - chloroacetoacetate as a starting material, condenses, crystallizes and crystallizes after carbonyl reduction to obtain a target product, and the total yield is approximately unitz 90% is left and right. The method optimizes the reaction steps by improving the synthesis route, namely the 2 - (4 - hydroxyl -2 - oxo -1 - pyrrolidinyl) acetamide, and shortens the production cycle, and shortens the production cycle. The production cost, as well as the emission. The method is cheap and easy to obtain, simple and convenient to operate, low in impurities, high in yield, and particularly suitable for industrial production. (by machine translation)

Synthesis method of oxiracetam

The invention relates to a synthesis method of (S)-oxiracetam. The method comprises the following steps: (1) carrying out an esterification reaction on alcohol and S-4-amino-3-hydroxybutyrate taken as a starting material to obtain an intermediate I; (2) enabling the intermediate I and halogenated acetic ester to be subjected to a condensation reaction to obtain an intermediate II; (3) carrying out a ring closing reaction on the intermediate II to obtain an intermediate III; and (4) carrying out an ammonolysis reaction on the intermediate III to obtain the target product (S)-oxiracetam. After the synthesis route of the oxiracetam is adopted, the (S)-oxiracetam with more ideal yield of 20% or more is at least obtained; and therefore, a new oxiracetam synthesis route is opened up.