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(2R,4R)-2-(1,1-Dimethylethyl)-4-[(2E)-1-hydroxy-2-methyl-2-buten-1-yl]-4-methyl-1,3-oxathiolan-5-one

CAS:

Ref. TR-D471963

(2R,4R)-2-(1,1-Dimethylethyl)-4-[(2E)-1-hydroxy-2-methyl-2-buten-1-yl]-4-methyl-1,3-oxathiolan-5-o…
TRC

    Product Information

    Name:(2R,4R)-2-(1,1-Dimethylethyl)-4-[(2E)-1-hydroxy-2-methyl-2-buten-1-yl]-4-methyl-1,3-oxathiolan-5-one
    Controlled Product
    Synonyms:
    • (2R,4R)-2-(t-Butyl)-4-((S,E)-1-hydroxy-2-methylbut-2-en-1-yl)-4-methyl-1,3-oxathiolan-5-one
    Brand:TRC
    Description:

    Applications (2R,4R)-2-(1,1-Dimethylethyl)-4-[(2E)-1-hydroxy-2-methyl-2-buten-1-yl]-4-methyl-1,3-oxathiolan-5-one is an intermediate in synthesizing (R)-(+)-Thiolactomycin (T350880). It is a natural product inhibitor of β-Ketoacyl-AcpM Synthase A (KasA). It inhibits the synthesis of mycolic acid which is a major cell wall component of Mycobacterium tuberculosis. Also an inhibitor of D-Aspartate oxidase (DDO).
    References Kapilashrami, K., et al.: J. Biol. Chem., 288, 6045 (2013); Paneerselvam, V., et al.: J. Pharm. Res., 4, 4618 (2011); Katane, M., et al.: Biochimie, 92, 1371 (2010)

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    Chemical properties

    Molecular weight:258.38
    Formula:C13H22O3S
    Color/Form:Neat
    InChI:InChI=1S/C13H22O3S/c1-7-8(2)9(14)13(6)10(15)16-11(17-13)12(3,4)5/h7,9,11,14H,1-6H3/b8-7+/t9-,11+,13+/m0/s1
    InChI key:InChIKey=JZXVTHOPAZYCBH-QILGHJBHSA-N
    SMILES:C/C=C(\C)[C@H](O)[C@@]1(C)S[C@H](C(C)(C)C)OC1=O

    Technical inquiry about: (2R,4R)-2-(1,1-Dimethylethyl)-4-[(2E)-1-hydroxy-2-methyl-2-buten-1-yl]-4-methyl-1,3-oxathiolan-5-one

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