(S)-4-Hydroxy-2-pyrrolidone, CAS No. 68108-18-9

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68108-18-9

Catalog No. EBD21937

CAS 68108-18-9

Name (S)-4-Hydroxy-2-pyrrolidone

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Basic Information

Synonyms: (S)-4-hydroxy-2-pyrrolidone (S)-(-)-4-Hydroxy-2-pyrrolidone (S)-(?-4-Hydroxy-2-pyrrolidinone (S)-(-)-4-hydroxy-2-pyrrolidinone 2-PYRROLIDINONE,4-HYDROXY-,(S) 2-PYRROLIDINONE,4-HYDROXY-,(4S)- (4S)-4-HYDROXYPYRROLIDIN-2-ONE 4-HYDROXY-PYRROLIDIN-2-ONE (S)-(+)-4-HYDROXY-2-PYRROLIDINONE (S)-4-HYDROXY-2-PYRROLIDINONE SHPD -butyrolactam (s)-4-hydroxy-pyrrolidin-2-one (s)-4-hydroxy-pyrrolidine-2-one (s)-beta-hydroxy-gamma-butyrolactam

Molecular Formula: C4H7NO2

Molecular Weight: 101.1

MDL Number: MFCD00273370

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates

Product Description:

(S)-(-)-4-Hydroxy-2-pyrrolidone is a chiral heterocyclic compound featuring a pyrrolidone ring substituted with a hydroxyl group at the 4-position. It is a versatile chiral building block and intermediate in organic synthesis. Its primary application is in the pharmaceutical industry as a key intermediate for the synthesis of various active pharmaceutical ingredients (APIs). Notably, it serves as a crucial precursor in the production of carbapenem antibiotics, such as doripenem and meropenem, where its chiral center is essential for biological activity. The molecule's structure allows for further functionalization, making it valuable for constructing complex heterocyclic systems found in many drugs. While its main use is pharmaceutical, its well-defined structure and functional groups also make it a useful starting material or intermediate in general synthetic chemistry research, particularly for the construction of nitrogen-containing heterocycles and chiral compounds.

Physical Properties

Melting Point: 156-159 °C(lit.)

Boiling Point: 363.6 °C at 760 mmHg

Flash Point: 173.7 °C

Density: 1.292 g/cm3