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    943757-71-9

    Catalog No. EBD45969

    CAS 943757-71-9

    Name (R)-2-(diphenyl(trimethylsilyloxy)methyl)pyrrolidine

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    Basic Information

    Synonyms: (R)-DiphenylprolinolTrimethylSilylEther (R)-2-(diphenyl(trimethylsilyloxy)methyl)pyrrolidine

    Molecular Formula: C20H27NOSi

    Molecular Weight: 325.52

    MDL Number: MFCD09265100

    Categories: Synthetic Chemistry > Organic Building Blocks > Amines Synthetic Chemistry > Catalysts and Ligands > Chiral Ligands

    Product Description:
    (R)-2-(Diphenyl(trimethylsilyloxy)methyl)pyrrolidine is a chiral pyrrolidine derivative featuring a diphenyl(trimethylsilyloxy)methyl group. This compound is a versatile chiral building block and a precursor to chiral ligands and organocatalysts. Its structure combines a secondary amine functionality with a sterically hindered, silicon-protected benzhydrol moiety. The primary application of this compound is in asymmetric synthesis. It serves as a key intermediate for the preparation of chiral pyrrolidine-based organocatalysts, such as derivatives of the widely used Jørgensen-Hayashi catalyst. These catalysts are highly effective for a range of enantioselective transformations, including aldol reactions, Michael additions, and α-functionalizations of carbonyl compounds. The silicon-protected group can be readily deprotected to generate reactive functionalities for further derivatization. As a specialty chiral amine, it is primarily used in academic and industrial research for developing new catalytic methodologies and synthesizing enantiomerically pure compounds. It is commercially available from fine chemical suppliers targeting the synthetic chemistry market.
    Physical Properties

    Boiling Point: 412.7 °C at 760 mmHg

    Flash Point: >110 °C

    Density: 1.0459 g/mL at 25 °C

    Refractivity: n20/D 1.5509

    Storage: 2-8°C

    mg g kg ml l t