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  • Inventor(s):
    Marvin J. Miller
    Patent Number:
    US 4565654 B2
    Description:

    Process for N-acyloxy or sulfooxy 2-azetidinones comprising O-acylation of a .beta.-hydroxy or .beta.-halo hydroxamic acid, and cyclizing the O-acylhydroxamate with TPP-CCl.sub.4 -TEA or with TPP-dialkylazodicarboxylate to the N-acyloxy-2-azetidinone. Solvolysis of the acyl group provides an N-hydroxy-2-azetidinone. E.g., N-Cbz-L-serine is converted to the O-acetyl hydroxamate, cyclized and solvolyzed to N-hydroxy-3-(Cbz-amino)-2-azetidinone. The N-hydroxy-2-azetidinones are useful intermedia…

    Date Issued:
    1986-01-21
    Record Visibility:
    Public
    Resource Type
    Patent
  • Inventor(s):
    Marvin J. Miller, Garrett C. Moraski, Jonathan Stefely
    Patent Number:
    US 8268874 B2
    Description:

    Embodiments relate to the field of chemistry and biochemistry, and, more specifically, to anti-cancer compounds, synthesis thereof, and methods of using same. Disclosed herein are various heterocyclic compounds and methods of using the novel anti-cancer compounds to inhibit the growth of a cancer cell, for instance a leukemia, non-small cell lung, central nervous system (CNS), skin, ovarian, renal, prostate, breast, or colon cancer cell. Other embodiments include methods of treating cancer in…

    Date Issued:
    2012-09-18
    Record Visibility:
    Public
    Resource Type
    Patent
  • Inventor(s):
    Marvin J. Miller, Garrett C. Moraski
    Patent Number:
    US 8362268 B2
    Description:

    Embodiments herein provide compounds and methods of making and using such compounds for prevention and treatment of multidrug resistant bacteria. In particular, embodiments are directed to anti-bacterial agents from benzo[d]heterocyclic scaffolds for prevention and treatment of multidrug resistant bacteria.

    Date Issued:
    2013-01-29
    Record Visibility:
    Public
    Resource Type
    Patent
  • Inventor(s):
    Chi-Nung W. Hsiao, Marvin J. Miller
    Patent Number:
    US 4745201 B2
    Description:

    A stereoselective process for chiral intermediates to 1-carbapenum and 1-carbacephalosporins is provided comprising the use of an N-acyl-(4R)-substituted-1,3-thiazolidine-2-thione as a chiral auxiliary in boron enolate mediated aldol condensation with a protected-.beta.-keto ester aldehyde. E.g., benzyl 3,3-(ethylenedioxy)-4-formylbutyrate is condensed with the boron enolate formed with n-butyryl (4R)-methoxycarbonyl-1,3-thiazolidine-2-thione to provide benzyl 3,3-ethylenedioxy-(5R)-hydroxy-6…

    Date Issued:
    1988-05-17
    Record Visibility:
    Public
    Resource Type
    Patent
  • Inventor(s):
    Marvin J. Miller
    Patent Number:
    US 4751296 B2
    Description:

    A process for 4-halomethylazetidin-2-ones is provided which comprises mixing in an inert solvent a positive halogen reagent in the presence of a weak base with a .beta.,.gamma.-unsaturated O-acylhydroxamate of the formula ##STR1## wherein R is protected amino, lower alkyl or phenyl substituted lower alkyl, R.sub.2 is a substituent such as lower alkyl which may be substituted by formyl, hydroxy, halogen, etc., and R.sub.1 is alkoxy, benzyloxy, etc. When R is a protected amino group, the proces…

    Date Issued:
    1988-06-14
    Record Visibility:
    Public
    Resource Type
    Patent
  • Inventor(s):
    Marvin J. Miller
    Patent Number:
    US 4992544 B2
    Description:

    Monocyclic .beta.-lactam compounds represented by the formula ##STR1## wherein R.sub.1 is H, NH.sub.2, acylamino, C.sub.1 -C.sub.4 alkyl, etc.; R.sub.2 is e.g. C.sub.1 -C.sub.4 alkyl, hydroxyalkyl, aminoalkyl, carboxy, esterified carboxy, esterified carboxyalkyl, or carboxyalkyl; and R.sub.3 is hydrogen, benzyl, substituted benzyl, pivaloyl, –SO.sub.3 M, or –P(C.dbd.O)(OM’)2; are obtained by the cyclization of an O-substituted hydroxamate of a .beta.-substituted alkylcarboxylic acid. Fo…

    Date Issued:
    1991-02-12
    Record Visibility:
    Public
    Resource Type
    Patent