Patent ID: 7589170

Claim:
A method of synthesizing a cyclic peptide or peptidomimetic compound of General Formula I in which the cycle is a monocycle, bicycle or higher order cyclic peptide or peptidomimetic compound comprising 2 to 15 monomers, which is carried out in solution, comprising the steps of: a) preparing a linear peptide or peptidomimetic compound of General Formula III where P is a linear peptide or peptidomimetic compound of 2 to 15 monomers, A1 and A2 are substituents on P; A1 is one or more reversible N-substituents, on the peptide backbone, or is a chemical moiety that forces a cis conformation of the backbone, and A2 is a covalently-bonded group of atoms comprising a reactive functionality to form an initial large cyclic peptide prior to ring contraction to the desired substituted cyclic peptide; b) activating the C-terminus to form a cyclic peptide or peptidomimetic compound of General Formula IV; c) permitting the peptide or peptidomimetic compound of General Formula IV to rearrange via a ring contraction reaction to form a cyclic peptide or peptidomimetic compound of General Formula V; and d) subjecting the cyclic peptide or peptidomimetic compound of General Formula V to a deprotection reaction to remove the A1 and A2 groups to yield the desired cyclic peptide or peptidomimetic compound of General Formula I.