(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)

pka

13.62±0.20(Predicted)

form 

Powder

color 

White to pale yellow

optical activity

[α]23/D +43°, c = 1 in ethanol

Water Solubility 

Slightly soluble in water.

BRN 

1524193

InChI

InChI=1S/C4H7NO2/c6-3-1-4(7)5-2-3/h3,6H,1-2H2,(H,5,7)/t3-/m1/s1

InChIKey

IOGISYQVOGVIEU-GSVOUGTGSA-N

SMILES

N1C[C@H](O)CC1=O

CAS DataBase Reference

22677-21-0(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 Class

11 - Combustible Solids

Hazard Classifications

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

MSDS

• Language:English Provider:SigmaAldrich

(R)-(+)-4-HYDROXY-2-PYRROLIDINONE Usage And Synthesis

Chemical Properties

white to light yellow crystal powde

Uses

The (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 5~10??C. 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(22677-21-0)Related Product Information

• (R)-(+)-4-HYDROXY-2-PYRROLIDINONE
• (3R,4R)-1-Benzyl-3,4-dihydroxypyrrolidine-2,5-dione
• (S)-(+)-4-HYDROXY-2-PYRROLIDINONE,(S)-4-HYDROXY-2-PYRROLIDINONE,(S)-(-)-4-HYDROXY-2-PYRROLIDINONE
• 4-Hydroxy-2-pyrrolidinone
• (S)-(-)-3-hydroxy-2-pyrrolidinone
• (S)-(-)-3-AMINO-1-HYDROXYPYRROLIDIN-2-ONE
• 3-HYDROXY-2-PYRROLIDINONE
• (S)-1-BENZYL-4-HYDROXY-2-PYRROLIDINONE
• ALPHA-PYRIDOIN
• (R)-(+)-1-BENZYL-4-HYDROXY-2-PYRROLIDINONE,(R)-1-BENZYL-4-HYDROXY-2-PYRROLIDINONE
• 3-CYCLOPENTYL-4-OXO-10-OXA-3-AZA-TRICYCLO[5.2.1.0(1,5)]DEC-8-ENE-6-CARBOXYLIC ACID
• (3R,4S)-1-BENZYL-3,4-DIHYDROXY-2,5-PYRROLIDINEDIONE
• 4-OXO-3-PHENETHYL-10-OXA-3-AZA-TRICYCLO[5.2.1.0(1,5)]DEC-8-ENE-6-CARBOXYLIC ACID
• (+)-TARTRANIL
• 3-(2-DIETHYLAMINO-ETHYL)-4-OXO-10-OXA-3-AZA-TRICYCLO[5.2.1.0(1,5)]DEC-8-ENE-6-CARBOXYLIC ACID
• 3-(3-METHOXY-PROPYL)-4-OXO-10-OXA-3-AZA-TRICYCLO[5.2.1.0(1,5)]DEC-8-ENE-6-CARBOXYLIC ACID
• (S)-4-HYDROXY-2-PYRROLIDINONE-1-N-ACETIC ACID
• R(+)-3-AMINO-1-HYDROXY-2-PYRROLIDINONE