Abstract
Jacob obtained D-threo-1-p-nitrophenyl-1-chloro-2-dichloroacetamido-3-benzoyloxypropane by treatment of L-erythro-1-p-nitrophenyl-2-dichloroacetamido-3-benzoyloxypropan-1-ol with thionyl chloride, and this shows that an inversion had taken place at the C-N center in this reaction. Treatment of L-threo- and L-erythro-1-p-nitrophenyl-2--benzamido-3-benzoyloxypropan-1-ol with thionyl chloride in pyridine afforded L-threo-1-p-nitrophenyl-1-chloro-2-benzamido-3-benzoyloxypropane in both cases and the inversion at C-N center did not take place in this reaction.
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