Name | (S)-4-hydroxy-2-pyrrolidone |
Synonyms | 4-HYDROXY-PYRROLIDIN-2-ONE (S)-4-hydroxy-2-pyrrolidone (s)-β-hydroxy-γ-butyrolactam (S)-4-HYDROXY-2-PYRROLIDINONE (4S)-4-HYDROXYPYRROLIDIN-2-ONE (S)-(-)-4-Hydroxy-2-pyrrolidone 2-PYRROLIDINONE, 4-HYDROXY-, (S) (S)-(?-4-Hydroxy-2-pyrrolidinone (s)-(-)-β-hydroxy-γ-butyrolactam (S)-(-)-4-hydroxy-2-pyrrolidinone (S)-(+)-4-HYDROXY-2-PYRROLIDINONE (S)-(-)-4-HYDROXY-2-PYRROLIDINONE 2-PYRROLIDINONE, 4-HYDROXY-, (4S)- |
CAS | 68108-18-9 |
InChI | InChI=1/C4H7NO2/c6-3-1-4(7)5-2-3/h3,6H,1-2H2,(H,5,7)/t3-/m0/s1 |
InChIKey | IOGISYQVOGVIEU-VKHMYHEASA-N |
Molecular Formula | C4H7NO2 |
Molar Mass | 101.1 |
Density | 1.292±0.06 g/cm3(Predicted) |
Melting Point | 156-159 °C (lit.) |
Boling Point | 363.6±35.0 °C(Predicted) |
Specific Rotation(α) | -41 º (c=% in ethanol) |
Flash Point | 173.7°C |
Water Solubility | Slightly soluble in water |
Vapor Presure | 9.26E-07mmHg at 25°C |
Appearance | Solid |
Color | White to off-white |
BRN | 1524192 |
pKa | 13.62±0.20(Predicted) |
Storage Condition | Keep in dark place,Sealed in dry,Room Temperature |
Refractive Index | 1.513 |
MDL | MFCD00273370 |
Hazard Symbols | Xn - Harmful |
Risk Codes | R22 - Harmful if swallowed R41 - Risk of serious damage to eyes |
Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. S36 - Wear suitable protective clothing. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
WGK Germany | 3 |
HS Code | 29349990 |
Use | (S)-(-)-4-hydroxy-2-pyrrolidone is (S)-An intermediate of oxiracetam. Oxiracetam is clinically used for memory and intelligence disorders caused by mild to moderate vascular dementia, senile dementia, and brain trauma. The compound was synthesized by the Italian company biachim in 1974, the drug is a β-hydroxy derivative of piracetam, a cyclic derivative of hydroxyaminobutyric acid (GABOB). |
preparation | 10.1g(100mmol) of 2-oxiranyl acetamide, CuI 0.95g(5mmol), cesium carbonate 2G (200mmol) was added to 150ml of ammonia in methanol saturated solution, and the reaction was stirred at 55 ℃ for 8H. The reaction solution was concentrated under reduced pressure, 100ml of water was added, dichloromethane was extracted three times, and saturated brine was washed three times, the ethyl acetate phase was concentrated under reduced pressure and recrystallized from petroleum ether to give (S)-(-)-4-hydroxy-2-pyrrolidone 8.71g, yield 86.3%,HPLC purity 99.42% (area normalization method), the ee value was 99.67%. |