Fluorosilanes: Synthesis and applications in silanediol-based protease inhibitors

ORGN 874

Sushmita Sen, sushmita@temple.edu and Scott McN. Sieburth, scott.sieburth@temple.edu. Department of Chemistry, Temple University, 1901 N. 13th Street, Philadelphia, PA 19122
The Si-F bond is one of the strongest covalent bonds. Fluorosilanes, unlike chlorosilanes are moisture stable and can be easily prepared. A novel method to synthesize butenyl-diphenyl-fluorosilanes had been developed. This intermediate can react with metallated amines to give α-amino silanes. Alternatively, treatment with lithium yields the silyl anion, which reacts with activated imines to also give α-amino silanes. These products are then readily converted to silanediol protease inhibitors.

 

Proteins, Peptides, Amino Acids, and Enzyme Inhibitors
8:00 AM-12:00 PM, Thursday, 14 September 2006 Moscone Center -- Room 131, Oral

Division of Organic Chemistry

The 232nd ACS National Meeting, San Francisco, CA, September 10-14, 2006