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    23356-96-9

    Catalog No. EBD592895

    CAS 23356-96-9

    Name L-prolinol

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    Basic Information

    Synonyms: (S)-(+)-2-(Hydroxymethyl)pyrrolidine(S)-(+)-2-Pyrrolidinemethanol L-Prolinol pyrrolidin-2-ylmethanol (2S)-pyrrolidin-2-ylmethanol pyrrolidin-1-ylmethanol (2R)-pyrrolidin-2-ylmethanol (2S)-2-(hydroxymethyl)pyrrolidinium H-Pro-ol L-(+)-Prolinol (S)-(+)-2-Hydroxymethylpyrrolidine h-l-pro-ol h-prolinol (s)-prolinol l-pro-ol(oil) (-)-l-prolinol (s)-(+)-prolinol l-2-pyrrolidinemethanol s-2-pyrrolidinemethanol L(+)-Prolinol S(+)-2-Pyrrolidinemethanol

    Molecular Formula: C5H11NO

    Molecular Weight: 101.15

    MDL Number: MFCD00005255

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates Synthetic Chemistry > Organic Building Blocks > Amines

    Product Description:
    L-Prolinol, also known as (S)-(-)-2-Pyrrolidinemethanol, is a chiral amino alcohol derived from the natural amino acid L-proline. It is a colorless to pale yellow liquid with the CAS number 23356-96-9. This compound is characterized by the presence of both a secondary amine and a primary alcohol functional group within a pyrrolidine ring, making it a versatile and valuable chiral building block. Its primary and most significant application is in the pharmaceutical industry as a key chiral intermediate. L-Prolinol is widely used in the synthesis of various active pharmaceutical ingredients (APIs), particularly those targeting the central nervous system. It serves as a crucial scaffold for drugs such as the antiepileptic agent brivaracetam and other neuroactive compounds. Its chiral nature is essential for imparting the desired biological activity and selectivity in the final drug molecules. Beyond its role as a pharmaceutical intermediate, L-prolinol is extensively employed in organic synthesis as a chiral ligand or organocatalyst in asymmetric reactions, including aldol reactions and Michael additions. It is also a fundamental starting material for preparing other proline-derived catalysts and ligands. Due to its reactivity, it should be handled with appropriate safety precautions, including the use of personal protective equipment in a well-ventilated area.
    Physical Properties

    Boiling Point: 74-76 °C/2 mmHg(lit.)

    Flash Point: 86 °C

    Density: 1.025 g/mL at 25 °C(lit.)

    Refractivity: n20/D 1.4853(lit.)

    Storage: 2-8°C

    Analytical Data

    Appearance: Colorless to light yellow liquid

    mg g kg ml l t