TECHNOLOGY |
Reaction of acrylic acid with Na N-chloro-p-toluenesulfon amide (chloramine-T) & catalytic amount of K osmate (VI) yields 94% of N-p-toluenesulfonylisoserine. With cinnamic acid, the prodt is a 60:40 mixt of N-p-toluene sulfonylphenylisoserine & N-p-toluenesulfonylphenylserine. The isoserine deriv. is insoluble in water, whereas the serine is soluble, so the 2 isomers can be separated on workup. The researchers protectively esterify the isoserine prodt & convert it with (Et)3N to Me N-p-toluenesulfonyl-3-phenyl-aziridine-2-carboxylate in 91% yield |
UPDATE | 09.99 |
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