Deprotection of 4-methoxybenzyloxycarbonyl group with p-toluenesulfonic acid in acetonitrile. Application to a large-scale preparation of 7-(D-2-amino-2-(4-hydroxyphenyl)acetamido)cephalosporanic acid.

概要

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The 4-methoxybenzyloxycarbonyl group of 7-[D-2-(4-hydroxyphenyl)-2-(4-methoxybenzyloxycarbonylamino)acetamido]cephalosporanic acid was effectively removed with <I>p</I>-toluenesulfonic acid in acetonitrile. The mechanism of the deprotection is discussed and the role of acetonitrile can reasonably be explained in terms of the Ritter reaction.
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