1027101-96-7Relevant academic research and scientific papers
Concise, stereoselective route to the four diastereoisomers of 4-methylproline
Murphy, Annabel C.,Mitova, Maya I.,Blunt, John W.,Munro, Murray H.G.
, p. 806 - 809 (2008)
The full stereochemical characterization of 4-methylproline, a rare amino acid found in a number of peptidic secondary metabolites, has often been hindered by long reaction sequences or low stereoselectivity in the synthesis leading to reference samples. The preparation of the four diastereoisomers of 4-methylproline by a concise and stereoselective route is presented and features a six-step route with late-stage stereodivergence, good stereoselectivity for both cis- and trans-series (75% and 88% de, respectively), and good overall yields (cumulative yields of 30-40%). Additional data on the Marfey's derivatives of the stereoisomers are also presented.
