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    201677-59-0

    Catalog No. EBD51588

    CAS 201677-59-0

    Name (R)-N-[5-(2-Bromo-1-hydroxyethyl)-2-(phenylmethoxy)phenyl]formamide

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    Basic Information

    Synonyms: (R)-N-(2-(Benzyloxy)-5-(2-bromo-1-hydroxyethyl)phenyl)formamide N-{2-(benzyloxy)-5-[(1R)-2-bromo-1-hydroxyethyl]phenyl}formamide (R)-N-[5-(2-Bromo-1-hydroxyethyl)-2-(phenylmethoxy)phenyl]formamide

    Molecular Formula: C16H16BrNO3

    Molecular Weight: 350.21

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

    Product Description:
    This compound, (R)-N-(2-(Benzyloxy)-5-(2-bromo-1-hydroxyethyl)phenyl)formamide, is a chiral organic molecule featuring a formamide group, a benzyl-protected phenol, a bromohydrin moiety, and a stereogenic center. Its molecular formula is C₁₆H₁₆BrNO₃. The presence of the bromine atom and the chiral alcohol group makes it a versatile synthetic building block, particularly for introducing specific stereochemistry and enabling further functionalization via nucleophilic substitution or cross-coupling reactions. Its primary and well-documented application is as a key chiral intermediate in the synthesis of important pharmaceutical agents. It is specifically cited in patent literature and synthetic routes for the production of (R)-Nebivolol, a potent and selective β₁-adrenergic receptor blocker used in the treatment of hypertension and heart failure. The (R)-enantiomer of this intermediate is crucial for constructing the desired pharmacologically active stereoisomer of the drug. The bromine atom serves as a handle for subsequent coupling steps in the multi-step synthesis of the active pharmaceutical ingredient (API). As a specialty intermediate, it is not a commodity chemical and is typically used in controlled research and development or manufacturing settings. Handling requires standard precautions for organic compounds, particularly those containing halogen atoms. Its synthesis and use are of significant interest in process chemistry for optimizing the production of chiral cardiovascular drugs.
    Physical Properties

    Boiling Point: 559.644 °C at 760 mmHg

    Flash Point: 292.262 °C

    Density: 1.489 g/cm3

    mg g kg ml l t