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    316173-29-2

    Catalog No. EBD2305699

    CAS 316173-29-2

    Name (1S,2S,3S,4R)-methyl 3-((R)-1-amino-2-ethylbutyl)-4-(tert-butoxycarbonylamino)-2-hydroxycyclopentanecarboxylate

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    Basic Information

    Synonyms: (1S,2S,3S,4R)-methyl3-((R)-1-amino-2-ethylbutyl)-4-(tert-butoxycarbonylamino)-2-hydroxycyclopentanecarboxylate Methyl3-[(1R)-1-amino-2-ethylbutyl]-4-{[(tert-butoxy)carbonyl]amino}-2-hydroxycyclopentane-1-carboxylate (1S,2S,3S,4R)-Methyl-3-((R)-1-amino-2-ethylbutyl)-4-(tert-butoxycarbonyl)amino)-2-hydroxycyclopentanecarboxylate (1S,2S,3S,4R)-Methyl3-((R)-1-amino-2-ethylbutyl)-4-((tert-butoxycarbonyl)amino)-2-hydroxycyclopentanecarboxylate (1S,2S,3S,4R)-Methyl-((R)-1-amino-2-ethylbutyl)-4-(tert-butoxycarbonylamino)-2-hydroxycyclopentanecarboxylate (1S,2S,3S,4R)-3-[(1S)-1-Amino-2-ethylbutyl]-4-[[(1,1-dimethylethoxy)carbonyl]amino]-2-hydroxy-cyclopentanecarboxylicacidmethylester

    Molecular Formula: C18H34N2O5

    Molecular Weight: 358.47

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates

    Product Description:
    (1S,2S,3S,4R)-3-[(1S)-1-Amino-2-ethylbutyl]-4-[[(1,1-dimethylethoxy)carbonyl]amino]-2-hydroxycyclopentanecarboxylic acid methyl ester is a complex, highly functionalized chiral cyclopentane derivative. It serves as a critical advanced intermediate in the synthesis of Boceprevir, a potent and selective inhibitor of the hepatitis C virus (HCV) NS3/4A serine protease. Boceprevir was a key component of the first generation of direct-acting antiviral (DAA) therapies for chronic hepatitis C. The compound's structure contains multiple stereocenters, including the characteristic (1S,2S,3S,4R)-cyclopentane core and a chiral amino acid side chain, which are essential for its biological activity and high binding affinity to the viral protease target. Its synthesis and purification represent a significant challenge in process chemistry, highlighting its role as a high-value pharmaceutical intermediate rather than a general-purpose building block. This intermediate is specifically designed and manufactured for the final steps of Boceprevir's production. Its primary and almost exclusive application is within the pharmaceutical industry for antiviral drug manufacturing, with no significant use reported in other fields such as materials science or as a general synthetic reagent.
    Physical Properties
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