Abstract

The use of a topological structure as a template for the construction of combinatorial libraries is one of the recent advances in combinatorial chemistry [1,2]. Here we report a (quasi)orthogonally protected template 1 [bicyclo-(K(Fmoc)CK(Dde)PGK(Boc)-CK(Aloc)PG)] that appears to be very useful in solution-phase combinatorial synthesis (Figure 1). This template has been synthesized in our laboratory in gram-scale [3]. The importance of this peptide lies in: (1) the rigidity of backbone-conformation [3] and (2) the (quasi)orthogonal protection (Fmoc, Boc, Aloc and Dde). Its conformational feature provides a molecular scaffold for constructing the library with a specific three-dimensional molecular surface. The orthogonal protection allows site-selective assembly of building blocks.

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