L-Pyroglutaminol, CAS No. 17342-08-4

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17342-08-4

Catalog No. EBD37268

CAS 17342-08-4

Name L-Pyroglutaminol

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Basic Information

Synonyms: (S)-5-(Hydroxymethyl)-2-pyrrolidinone (S)-(+)-5-(hydroxymethyl)-2-pyrrolidinone (S)-(+)-5-Hydroxymethyl-2-pyrrolidinone L-Pyroglutaminol pglu-ol h-pyr-ol h-pglu-ol pyroglutaminol (+)-l-pyroglutamol (s)-5-hydroxy-2-pyrrolidine

Molecular Formula: C5H9NO2

Molecular Weight: 115.13

MDL Number: MFCD00077792

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates Medicinal Chemistry > Biochemicals and Life Science Reagents > Amino Acids and Derivatives

Product Description:

(S)-(+)-5-Hydroxymethyl-2-pyrrolidone is a chiral heterocyclic compound featuring a pyrrolidone ring substituted with a hydroxymethyl group at the 5-position. It is a versatile chiral building block derived from L-glutamic acid, possessing both a lactam and a primary alcohol functional group. This compound serves as a crucial intermediate in the synthesis of various pharmaceuticals and bioactive molecules. Its primary application is in the production of carbapenem antibiotics, a class of broad-spectrum β-lactam antibiotics, where it acts as a key chiral synthon. The (S)-configuration is essential for imparting the desired biological activity in the final drug molecules. Additionally, it finds use in the synthesis of other drug candidates and fine chemicals that require a chiral pyrrolidine or γ-lactam scaffold. As a derivative of a natural amino acid, it is also relevant in the field of peptide mimetics and medicinal chemistry. The compound is typically handled under standard laboratory conditions, and its synthesis and applications are subjects of ongoing research in asymmetric synthesis and process chemistry.

Physical Properties

Melting Point: 79-80 °C(lit.)

Boiling Point: 147-149°C 0,06mm

Flash Point: 147-149°C/0.06m

Density: 1.153 g/cm3

Solubility: soluble in water

Refractivity: 31 ° (C=5, EtOH)

Storage: Store at 0-5°C

Analytical Data

Appearance: white to light yellow crystals or crystalline powder