Preparation of hydroxamic acids from esters in solution and...

Organic compounds -- part of the class 532-570 series – Organic compounds – Hydroxamic acids – chalcogen analogs or salts thereof

Reexamination Certificate

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C562S622000, C562S623000, C546S141000, C548S491000

Reexamination Certificate

active

07091378

ABSTRACT:
The present invention provides a novel method for the formation of hydroxamic acids comprising reacting under suitable conditions an ester with hydroxylamine in the presence of cyanide anion.

REFERENCES:
Appelt, K., Eds. Hydroxamic Acid Matrix Metalloproteinase Inhibitors, Humana Press; Totowa, NJ 2000; pp. 113-142.
Barlaan, Bernard, et al. “Solid-phase Synthesis of Hydroxamic Acid Based TNF-α Convertase Inhibitors”, Tetrahedron 1999, 55, 7221-7232.
Bauer, Udo, et al. “A Novel Linkage for the Solid-Phase Synthesis of Hydroxamic Acids”, Tetrahedron Letters 1997, 72332-7236.
Burns, C. J., et al. Angew. Chem. Int. Ed 1998, 37, pp. 2848-2850.
Chen, Shui-Tein, et al. “One-Pot Synthesis of Cathepsin Ihhibitors: Nα-Protected N-Peptidyl-O-Acetyl Hydroxlyamines Catalysed by Alcalase Followed by Lipase in Anhydrous t-Butanol”, Bioorg. Med. Chem. Letters 1992, 2, 1685-1690.
Dankwardt, Sharon M., et al. “Solid-Phase Synthesis of Di-and Tripeptidic Hydroxamic Acids as Inhibitors of Procollagen C-Proteinase”, Bioorg. Med. Chem. Letters 2000, 10, 2513-2516.
Dankwardt, Sharon M., “Solid Phase Synthesis of Hydroxamic Acids”, Roche Bioscience, Synlett, Jul. 1998; p. 761.
Ede, Nicholas J., et al. “Synthesis of Hydroxamic Acids Using SynPhase Crowns: Development of the Hydroxylamine Trityl linker”, Letters in Peptide Science 6; 1999, pp. 157-163.
Fingleton, Barbara “Matrix Metalloproteinase Inhibitors for Cancer Therapy: The Current Situation and Future Propsects”, Expert Opino. Ther. Targaets (2003), 7(3) 385-397.
Floyd, Christopher D., et al. “A Method for the Synthesis of Hydroxamic Acids on Solid Phase”, Tetrahedron Letters 1996, 37, 8045-8048.
Hauser, C. R., et al. “Benzohydroxamic Acid”, Org. Syn. Coll. Vol. 2, 1943, 67068.
Hogberg, Thomas et al. “Cyanide as an Efficient and Mild Catalyst in the Aminolysis of Esters”, J. Org. Chem. 1987, 52, 2033-2036.
Mellor, Sarah L. et al., “N-Fmoc-Aminooxy-2-Chlorotrityl Polystrene Resin: A facile Solid-Phase Methodology for the Synthesis of Hydroxamic Acids”, Tetrahedron Letters 1997, 38, 3311-3314.
Mori, K. et al., “Synthesis of Trichostatin A. A Potent Differentiation Inducer of Friend Leukemic Cells and Its Antipode”, Tetrahedron Letters 1988, 44, 6013-6020.
Ngu, K., et al. “A New and Efficient Solid Phase Synthesis of Hydroxamic Acids”, J. Org. Chem, 1997, 62, 7088-7080.
Salvino, Joseph M., et al. “Solid-Phase Synthesis of an Arylsulfone Hydroxamate Library”, Bioorg. Med. Chem. Lett. 2000, 10, 1637-1640.
Spengler, Jan, et al. Synthesis 1998, I, 67-70.
Thouin E., et al. “Effective Synthesis of Enantiopure Hydroxamates by Displacement of Resin-Bound Esters with Hydroxylamine”, Tetrahedron Letters 2000, 457-469.
Zhang, Wei, et al. “Solid-Phase Synthesis of C-Terminal Peptide Hyroxamic Acids”, J. Comb. Chem. 2001, 3, 151-153.

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