Three-Step Synthesis of Cyclopropyl Peptidomimetics

An efficient approach to novel cyclopropyl peptidomimetics has been developed. The synthetic route involves a cyclopropanation using ethyl (dimethylsulfuranylidene)acetate (EDSA) as the key step and affords a cyclopropyl peptidomimetic core in three steps from protected amino acid Weinreb amides.

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Bibliographic Details
Published in:Organic letters 2011-09, Vol.13 (18), p.4879-4881
Main Authors: Dunlap, Norma, Lankford, Kevin R, Pathiranage, Anuradha Liyana, Taylor, Jessica, Reddy, Nikhil, Gouger, Daniel, Singer, Phillip, Griffin, Kent, Reibenspies, Joseph
Format: Article
Language:English
Subjects:
Crystallography, X-Ray
Cyclization
Cyclopropanes - chemical synthesis
Cyclopropanes - chemistry
Models, Molecular
Molecular Structure
Peptidomimetics - chemical synthesis
Peptidomimetics - chemistry
Stereoisomerism
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Description
Summary:An efficient approach to novel cyclopropyl peptidomimetics has been developed. The synthetic route involves a cyclopropanation using ethyl (dimethylsulfuranylidene)acetate (EDSA) as the key step and affords a cyclopropyl peptidomimetic core in three steps from protected amino acid Weinreb amides.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol201828u