α-Amino-p-hydroxyphenylacetic acid was resolved and the isomeric amino-acids were coupled with 6-aminopenicillanic acid by two methods to give both epimers of α-amino-p-hydroxybenzylpenicillin. The epimer derived from (–)-D-α-amino-p-hydroxyphenylacetic acid has a broad spectrum of antibacterial activity and is exceptionally well absorbed into the bloodstream after administration by mouth.
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Long et al. (1971) studied this question.
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