500878-74-0Relevant articles and documents
Synthesis of spirobicyclic peptides on a solid support
Virta, Pasi,Sinkkonen, Jari,Loennberg, Harri
, p. 3616 - 3621 (2002)
The spirobicyclic peptides 2-6 were synthesized as stereoisomeric pairs using an orthogonally protected bis(aminomethyl)malonic acid building block 1 as the branching unit. Peptide 2 was synthesized by two methods. Either the chain assembly and first cyclization were carried out on a Wang resin, and the second cyclization in solution (Scheme 1), or the whole synthesis was performed on a solid-supported backbone amide linker derived from 4-alkoxybenzaldehyde (Scheme 3). The applicability of the latter method was further evaluated by synthesis of four additional spirobicyclic peptides 3-6.
