Chemistry, Department of
Department of Chemistry: Faculty Publications
Accessibility Remediation
If you are unable to use this item in its current form due to accessibility barriers, you may request remediation through our remediation request form.
Document Type
Article
Date of this Version
2000
Citation
Patent Number: 6,013,790
Abstract
Heavily fluorinated Sugar analogs of formula
wherein R1 is selected from alkyl, alkenyl, aryl, CH2OH, -CH2-O-alkyl, -CH2-O-aryl, -CH2OPO3H, -CH2-O-carbohydrate, -CH2-NH-peptide, or -CH2-O-peptide; wherein R2 is selected from hydroxy, -O-carbohydrate, -NH-peptide,
wherein R3 is selected from H, halogen, lower alkyl, lower alkenyl, lower haloalkyl, lower haloalkenyl, amino, mono- or di-lower alkylamino; wherein R4 is Selected from amino, hydroxy, alkoxy, or halogen; and wherein R5 is H or amino. The compounds of formula (I) are useful as antiviral and antineoplastic agents and the compounds of formula (II) are useful as plant growth inhibitors and herbicides. Also disclosed is a method for preparing the heavily fluorinated Sugars of the present invention which utilizes inexpensive Starting materials which incorporate the desired number of fluorine moieties and a new reagent, benzyloxymethylzinc bromide, for introducing the 5'-hydroxymethyl moiety. The synthetic method of the present invention is advantageous in that it does not require late Stage fluorination Step.
Included in
Analytical Chemistry Commons, Medicinal-Pharmaceutical Chemistry Commons, Other Chemistry Commons
Comments
Appl. No.: 08/937,672