(R)-(-)-3-Hydroxytetrahydrofuran, CAS No. 86087-24-3

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86087-24-3

Catalog No. EBD9327

CAS 86087-24-3

Name (R)-(-)-3-Hydroxytetrahydrofuran

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Basic Information

Synonyms: (R)-(-)-3-hydroxytetrahydrofuran (R)-3-HydroxyTetrahydrofuran (3R)-tetrahydrofuran-3-ol Hydroxytetrahydrofuran,(R)-(-)-3- R-3-hydroxytetrahydrofuran (3R)-oxolan-3-ol (r)-(-)-tetrahydro-3-furanol (r)-(-)-3-hydroxytetrahydrofurane 3-furanol,tetrahydro-,(r) (r)-tetrahydrofuran-3-ol (3r)-tetrahydrofuran-3α-ol (S)-(+)-Tetrahydro-3-furanol

Molecular Formula: C4H8O2

Molecular Weight: 8811.0

MDL Number: MFCD00067101

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

Product Description:

(R)-(-)-3-Hydroxytetrahydrofuran is a chiral heterocyclic alcohol with the molecular formula C4H8O2. It is a colorless to pale yellow liquid and serves as a versatile chiral building block in organic synthesis. Its structure features a tetrahydrofuran ring with a hydroxyl group at the 3-position, and the (R)-enantiomer is the predominant form used in pharmaceutical applications. This compound is a crucial chiral intermediate in the synthesis of several important active pharmaceutical ingredients (APIs). Its primary application is in the production of β-blocker drugs, such as (S)-Metoprolol, where it provides the chiral tetrahydrofuran moiety. It is also used in the synthesis of other cardiovascular agents, antiviral drugs, and various biologically active molecules that require a chiral, functionalized tetrahydrofuran scaffold. As a valuable synthon, (R)-3-Hydroxytetrahydrofuran is employed in asymmetric synthesis and medicinal chemistry research. It is commercially available in high enantiomeric purity and is typically handled under inert atmosphere due to its sensitivity to moisture and air.

Physical Properties

Boiling Point: 181 °C(lit.)

Flash Point: 82 °C

Density: 1.097 g/mL at 25 °C(lit.)

Refractivity: n20/D 1.45(lit.)

Safety Information

Packing Level: III

Hazard Category: /

Transport Codes: 1993

Analytical Data

Appearance: colorless to light yellow liquid