(R)-(+)-4-HYDROXY-2-PYRROLIDINONE

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(R)-(+)-4-HYDROXY-2-PYRROLIDINONE Basic information
Product Name:(R)-(+)-4-HYDROXY-2-PYRROLIDINONE
Synonyms:(R)-(+)-4-HYDROXY-2-PYRROLIDINONE;(R)-4-HYDROXY-2-PYRROLIDINONE;(R)-4-HYDROXY-2-PYRROLIDONE;(R)-BETA-HYDROXY-GAMMA-BUTYROLACTAM;RHPD;2-PYRROLIDINONE, 4-HYDROXY-, (R);4-hydroxy-R-2-pyrrolidine;(r)-(+)-β-hydroxy-γ-butyrolactam
CAS:22677-21-0
MF:C4H7NO2
MW:101.1
EINECS:
Product Categories:Pyrrole&Pyrrolidine&Pyrroline;Amines;Chiral Reagents;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Drug Intermediates
Mol File:22677-21-0.mol
(R)-(+)-4-HYDROXY-2-PYRROLIDINONE Structure
(R)-(+)-4-HYDROXY-2-PYRROLIDINONE Chemical Properties
Melting point 156-160 °C
Boiling point 363.6±35.0 °C(Predicted)
density 1.292±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
solubility DMSO (Sparingly), Methanol (Slightly), Water (Sparingly)
pka13.62±0.20(Predicted)
form Powder
color White to pale yellow
Optical Rotation[α]23/D +43°, c = 1 in ethanol
Water Solubility Slightly soluble in water.
BRN 1524193
InChIInChI=1S/C4H7NO2/c6-3-1-4(7)5-2-3/h3,6H,1-2H2,(H,5,7)/t3-/m1/s1
InChIKeyIOGISYQVOGVIEU-GSVOUGTGSA-N
SMILESN1C[C@H](O)CC1=O
CAS DataBase Reference22677-21-0(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38-38-37-36
Safety Statements 26
WGK Germany 3
HS Code 29339900
Storage Class11 - Combustible Solids
Hazard ClassificationsEye Irrit. 2
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
SigmaAldrich English
(R)-(+)-4-HYDROXY-2-PYRROLIDINONE Usage And Synthesis
Chemical Propertieswhite to light yellow crystal powde
UsesThe (R)-enantiomer intermediate in the preparation of Oxiracetam
Uses(R)-(+)-4-Hydroxy-2-pyrrolidinone intermediate in the preparation of Oxiracetam. Also used as enantiomeric intermediate for the asymmetric single isomeric drugs including antitumor, anesthetic, antipasmodic, anti-inflammatory or anti-HIV activity products.
Synthesis

In a 250mL four-necked flask, add 70mL of water and 2.5mL of triethylamine, stir well, and reduce the temperature to 5~10C. Add 5g of 2,4-dioxopyrrolidine hydrochloride under stirring, and add 2.77g of potassium borohydride. Add 5g of 2,4-dioxopyrrolidine hydrochloride under stirring, add potassium borohydride 2.77g. Hold at 5 for 0.5h, warm up to 25 and hold for 1h, concentrate under reduced pressure with a water bath temperature of 80, and concentrate to dryness. Add 5mL of methanol fusion crystallization at 20-25 overnight, filtration, washed with 10mL of methanol, dried in a vacuum at 50 dry 0.5h, the crude 3.42g, the content of 83.91% (mass fraction), folding purity yield of 69.23%. Chiral split preparation (R)-4-hydroxy-2-pyrrolidone.

(R)-(+)-4-HYDROXY-2-PYRROLIDINONE Preparation Products And Raw materials
Raw materialsButanoic acid, 4-amino-3-hydroxy-, ethyl ester, (3R)--->2-Pyrrolidinone, 1-[(1S)-1-phenylethyl]-4-(phenylmethoxy)-, (4R)-
Tag:(R)-(+)-4-HYDROXY-2-PYRROLIDINONE(22677-21-0) Related Product Information
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