(S)-(+)-Pantolactone, CAS No. 5405-40-3

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5405-40-3

Catalog No. EBD2294030

CAS 5405-40-3

Name (S)-(+)-Pantolactone

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Basic Information

Synonyms: 2(3H)-Furanone,dihydro-3-hydroxy-4,4-dimethyl-,(3S)- (S)-(+)-Pantolactone S(+)-2-hydroxy-3,3-dimethyl-gamma-butyrolactone (S)-(+)-alpha-Hydroxy-beta,beta-dimethyl-gamma-butyrolactone L-(+)-Pantoyllactone (3R)-3-hydroxy-4,4-dimethyldihydrofuran-2(3H)-one (3S)-3-hydroxy-4,4-dimethyldihydrofuran-2(3H)-one

Molecular Formula: C6H10O3

Molecular Weight: 130.14

MDL Number: MFCD00216625

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates Synthetic Chemistry > Organic Building Blocks > Other Organic Building Blocks

Product Description:

S(+)-2-Hydroxy-3,3-dimethyl-γ-butyrolactone is a chiral lactone derivative characterized by a hydroxyl group at the 2-position and two methyl groups at the 3-position of the γ-butyrolactone ring. It is a versatile chiral building block, with the (S)-enantiomer being of particular synthetic interest. Its primary application is as a key chiral intermediate in the synthesis of various pharmaceuticals. Most notably, it serves as a crucial precursor for the production of (S)-3,3-dimethyl-2-hydroxybutanoic acid, which is a key component in the synthesis of Atorvastatin (Lipitor), a widely used statin drug for lowering cholesterol. The chiral center in this lactone is essential for imparting the desired biological activity to the final drug molecule. Beyond its role in statin synthesis, this compound is utilized in the preparation of other bioactive molecules and fine chemicals, leveraging its chiral lactone structure for constructing complex molecular architectures. It is typically handled as a solid or low-melting solid under standard conditions.

Physical Properties

Melting Point: 89-93 °C

Boiling Point: 120-122 °C/15 mmHg(lit.)

Flash Point: 98.957 °C

Density: 1.166 g/cm3

Storage: 2-8°C