Files in this item

FilesDescriptionFormat

application/pdf

application/pdf9737088.pdf (6MB)Restricted to U of Illinois
(no description provided)PDF

Description

Title:Synthesis of Delta(3)-Imidazolines as Latent Forms of Peptidyl Trifluoromethyl Ketones
Author(s):Derstine, Christopher Wayne
Doctoral Committee Chair(s):Katzenellenbogen, John A.
Department / Program:Chemistry
Discipline:Chemistry
Degree Granting Institution:University of Illinois at Urbana-Champaign
Degree:Ph.D.
Genre:Dissertation
Subject(s):Chemistry, Pharmaceutical
Abstract:Many trifluoromethyl-substituted imidazolines were efficiently synthesized directly into larger peptides, by use of carbamate-protected amino acid fluorides as the initiator of the dipolar cycloaddition. The imidazolines then functioned as a protecting group for the trifluoromethyl ketones during typical peptide Fmoc deprotection and elongation reactions. In the final step, the imidazoline was hydrolyzed with dilute acid, which afforded the trifluoromethyl ketone in good yield. This process was carried out without the use of oxidants and was shown not to affect oxidizable species such as methionine.
Issue Date:1997
Type:Text
Language:English
Description:141 p.
Thesis (Ph.D.)--University of Illinois at Urbana-Champaign, 1997.
URI:http://hdl.handle.net/2142/84363
Other Identifier(s):(MiAaPQ)AAI9737088
Date Available in IDEALS:2015-09-25
Date Deposited:1997


This item appears in the following Collection(s)

Item Statistics