81136-73-4Relevant articles and documents
Enantioenriched α-substituted glutamates/pyroglutamates via enantioselective cyclopropenimine-catalyzed Michael addition of amino ester imines
Bandar, Jeffrey S.,Lambert, Tristan H.,Seibel, Zara M.
supporting information, p. 2077 - 2084 (2021/09/02)
A procedure for the enantioselective synthesis of α-substituted glutamates and pyroglutamates via a cyclopropenimine-catalyzed Michael addition of amino ester imines is described. Enantioselectivities of up to 94% have been achieved, and a variety of functional groups were found to be compatible. The impact of the catalyst structure and imine substitution is discussed. Compared to other methods, this protocol allows for a broader and more enantioselective access to pyroglutamate derivatives.
Optically Pure, Structural, and Fluorescent Analogues of a Dimeric Y4 Receptor Agonist Derived by an Olefin Metathesis Approach
Liu, Mengjie,Mountford, Simon J.,Richardson, Rachel R.,Groenen, Marleen,Holliday, Nicholas D.,Thompson, Philip E.
supporting information, p. 6059 - 6069 (2016/07/26)
The dimeric peptide 1 (BVD-74D, as a diastereomeric mixture) is a potent and selective neuropeptide Y Y4 receptor agonist. It represents a valuable candidate in developing traceable ligands for pharmacological studies of Y4 receptors
Synthesis of skeletally diverse alkaloid-like molecules: Exploitation of metathesis substrates assembled from triplets of building blocks
Maurya, Sushil K.,Dow, Mark,Warriner, Stuart,Nelson, Adam
supporting information, p. 775 - 785 (2013/06/05)
A range of metathesis substrates was assembled from triplets of unsaturated building blocks. The approach involved the iterative attachment of a propagating and a terminating building block to a fluorous-tagged initiating building block. Metathesis cascade chemistry was used to "reprogram" the molecular scaffolds. Remarkably, in one case, a cyclopropanation reaction competed with the expected metathesis cascade process. Finally, it was demonstrated that the metathesis products could be derivatised to yield the final products. At each stage, purification was facilitated by the presence of a fluorous-tagged protecting group.
