(R)-4-Mercapto-2-pyrrolidone, CAS No. 157429-42-0

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157429-42-0

Catalog No. EBD34890

CAS 157429-42-0

Name (R)-4-Mercapto-2-pyrrolidone

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Basic Information

Synonyms: 2-pyrrolidinone,4-mercapto-,(r) (r)-4-mercapto-2-pyrrolidinone (r)-4-mercapto-2-pyrrrolidone 2-pyrrolidinone,4-mercapto-,(4r)-(9ci) 2-pyrrolidinone,4-mercapto-,(4r) (4r)-4-mercaptopyrrolidin-2-one (r)-4-mercaptopyrrolidin-2-one (4R)-4-sulfanylpyrrolidin-2-one Fmoc-D-His-OH (R)-4-Mercapto-2-pyrrolidone

Molecular Formula: C4H7NOS

Molecular Weight: 117.17

MDL Number: MFCD02262099

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics

Product Description:

(R)-4-Mercapto-2-pyrrolidone is a chiral heterocyclic building block featuring a pyrrolidone ring substituted with a thiol group at the 4-position. This compound is a key intermediate in the synthesis of various biologically active molecules, particularly those targeting the central nervous system. Its primary application is in the pharmaceutical industry as a crucial precursor for the synthesis of Levetiracetam and its analogs. Levetiracetam is a widely used antiepileptic drug, and the (R)-enantiomer of 4-mercapto-2-pyrrolidone serves as a core chiral synthon for constructing its 2-pyrrolidone nucleus. The thiol group provides a versatile handle for further chemical modifications, enabling the introduction of diverse substituents to explore structure-activity relationships. This compound is also utilized in medicinal chemistry research for the development of novel peptide mimetics and other neuroactive agents. It requires careful handling due to the presence of the thiol group, which can be prone to oxidation.

Physical Properties

Boiling Point: 324.946°C at 760 mmHg

Flash Point: 150.322°C

Density: 1.223g/cm3