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| | (S)-4-Hydroxy-2-pyrrolidinone Basic information |
| | (S)-4-Hydroxy-2-pyrrolidinone Chemical Properties |
| Melting point | 156-159 °C (lit.) | | alpha | -41 º (c=% in ethanol) | | Boiling point | 363.6±35.0 °C(Predicted) | | density | 1.292±0.06 g/cm3(Predicted) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | Water Solubility | Slightly soluble in water | | pka | 13.62±0.20(Predicted) | | form | Solid | | color | White to off-white | | Optical Rotation | [α]23/D 43°, c = 1 in ethanol | | BRN | 1524192 | | InChI | 1S/C4H7NO2/c6-3-1-4(7)5-2-3/h3,6H,1-2H2,(H,5,7)/t3-/m0/s1 | | InChIKey | IOGISYQVOGVIEU-VKHMYHEASA-N | | SMILES | O[C@@H]1CNC(=O)C1 | | CAS DataBase Reference | 68108-18-9(CAS DataBase Reference) |
| Hazard Codes | Xn | | Risk Statements | 22-41 | | Safety Statements | 22-24/25-36-26 | | WGK Germany | 3 | | HS Code | 29349990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral
Eye Dam. 1 |
| | (S)-4-Hydroxy-2-pyrrolidinone Usage And Synthesis |
| Chemical Properties | White crystal | | Uses | The (S)-enantiomer intermediate in the preparation of Oxiracetam | | Uses | (S)-()-4-Hydroxy-2-pyrrolidinone can be used as a starting material in the preparation of:
- Biologically significant pyrrolo[1,2:1′,2′]azepino[5,6-b]indole derivatives.
- Substituted azepanes by reacting with various aldehydes via photochemical [5+2] cycloaddition.
| | General Description | 4-Hydroxy-2-pyrrolidinone is an important building block found in many bioactive compounds like streptopyrrolidine. It can be used as an intermediate in the synthesis of various γ-amino acids (GABA) and substituted 2-pyrrolidinones like cynometrine and cynodine. | | Synthesis | 10.1 g (100 mmol) of 2-oxiranylacetamide, CuI
0.95 g (5 mmol), cesium carbonate 2 g (200 mmol) was added to 150 ml of ammonia in a saturated solution of methanol, 55 for stirring reaction for 8 h, the reaction solution was concentrated under reduced pressure, 100 ml of water was added, dichloromethane extraction three times, saturated saline washed three times, the phase of ethyl acetate was concentrated under reduced pressure, and petroleum ether recrystallization to obtain (S)-(-)-4-hydroxy-2-pyrrolidinone 8.71g, yield 86.3%, HPLC purity 99.42% (area normalization method), ee value 99.67%. |
| | (S)-4-Hydroxy-2-pyrrolidinone Preparation Products And Raw materials |
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