(1S,2S,5S)-2-Hydroxy-2,6,6-trimethylbicyclo[3.1.1]heptan-3-one, CAS No. 1845-25-6

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1845-25-6

Catalog No. EBD46656

CAS 1845-25-6

Name (1S,2S,5S)-2-Hydroxy-2,6,6-trimethylbicyclo[3.1.1]heptan-3-one

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Basic Information

Synonyms: (1S,2S,5S)-(-)-2-hydroxy-3-pinanone (2S)-2-hydroxy-2,6,6-trimethyl-norpinan-3-one (1s,2s,5s)-(-)-2-hydroxy-2,6,6-trimethylbicyclo[3.1.1]heptan-3-one (1s,2s,5s)-2-hydroxy-2,6,6-trimethyl-bicyclo[3.1.1]heptan-3-one (-)-(1s,2s,5s)-2-hydroxy-3-pinanone (1s,2s,5s)-(-)-2-hydroxypinan-3-one hydroxypinanone (-)-2a-hydroxypinocamphone (1s2s5s)-(-)-2-hydroxypinan-3-one99+% (1S,2S,5S)-2-Hydroxy-2,6,6-trimethylbicyclo[3.1.1]heptan-3-one

Molecular Formula: C10H16O2

Molecular Weight: 168.23

MDL Number: MFCD00040556

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates Synthetic Chemistry > Organic Building Blocks > Aldehydes and Ketones

Product Description:

(1S,2S,5S)-(-)-2-Hydroxy-3-pinanone is a chiral bicyclic ketone derived from pinane. It features a rigid [2.2.1] bicyclic framework with defined stereocenters, making it a valuable chiral building block. Its structure incorporates both a ketone and a secondary alcohol functional group, which can be further manipulated. This compound is primarily utilized as a key chiral intermediate in organic synthesis, especially in the pharmaceutical industry. Its rigid, well-defined three-dimensional structure is advantageous for constructing complex molecules with specific stereochemistry. It serves as a precursor for synthesizing various biologically active compounds and chiral ligands. As a versatile chiral synthon, it is employed in asymmetric synthesis and medicinal chemistry research. Its applications extend to the preparation of fragrance ingredients and other fine chemicals where its unique pinane skeleton and chirality are leveraged.

Physical Properties

Melting Point: 36-38 °C(lit.)

Boiling Point: 245 °C(lit.)

Flash Point: 106 °C

Density: 1.059 g/mL at 25 °C(lit.)

Refractivity: -33 ° (C=0.5, CHCl3)