Abstract
The efficient synthesis of methyl 2-benzyloxycarbonylamino-(1 S,2 R)-cyclobutane-1-carboxylate starting from 2-methoxycarbonyl-(1 R,2 S)-cyclobutane-1-carboxylic acid is described. This β-amino acid derivative is antipodal with respect to the (1 R,2 S)-compound that was previously synthesized in our laboratory from the same chiral hemi ester. In turn, these enantiomeric β-amino acids have been self-condensed and coupled with one another to provide, respectively, enantiomeric and diastereomeric bis(cyclobutane) β-dipeptides. These products are the first reported β-amino acid oligomers containing two directly linked cyclobutane residues.
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