1301708-27-9

Upstream product

• 1301708-24-6 (S)-4,4-dichloro-2-((3aR,4R,6S,6aR)-6-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-3-isopropylisoxazolidin-5-one 
• 1301708-25-7 (S)-4,4-dichloro-3-isopropylisoxazolidin-5-one 
• 156-06-9 2-oxo-3-(phenyl)propionic acid 

Downstream Products

• 1301708-29-1 (S)-4-methyl-2-oxo-3-(2-phenylacetamido)pentanoic acid 

Relevant academic research and scientific papers

α,α-dichloroisoxazolidinones for the synthesis and chemoselective peptide ligation of α-peptide α-ketoacids

In seeking to develop an iterative approach to the preparation of α-oligopeptides by the chemoselective amide-forming coupling of α-ketoacids and hydroxylamines, we have designed and synthesized novel enantiopure monomers. Key to our approach is the use of α, α-dichloroacids as masked α-ketoacids. The preparation of these monomers, their coupling with α-ketoacids, and the conversion of the α, α-dichloroacids to α-ketoacids is described. These studies provide a first step to a conceptually unique approach to peptide synthesis that does not require activating reagents or produce chemical byproducts. The Japan Institute of Heterocyclic Chemistry.