1384197-90-3Relevant academic research and scientific papers
The synthesis of a cubane-substituted dipeptide
Churches, Quentin I.,Mulder, Roger J.,White, Jonathan M.,Tsanaktsidis, John,Duggan, Peter J.
scheme or table, p. 690 - 693 (2012/08/29)
Amino acids and peptides bearing cyclic hydrocarbon side-chains are of interest in the development of a wide range of bioactive molecules. The preparation of an amino acid and a dipeptide derivative bearing an unfunctionalised cubane substituent is described. Attempts to prepare a cubylalanine derivative via the corresponding dehydroalanine were unsuccessful due to the high sensitivity of this vinyl cubane compound. Conversely, the addition of cubyllithium to a (RS)-glyoxylate sulfinimine led to an effective synthesis of a cubylglycine derivative and a cubane-substituted dipeptide in diastereomerically pure form. CSIRO 2012.
