The Synthesis of O-Methyl-N-Acetyl-L-Tyrosine

Author: Brady, William Thomas

Year: 1957

Degree: Master's thesis

Advisor: Niemann, Carl G.

Committee Member: Unknown, Unknown

Option: Chemistry

DOI: 10.7907/2XEN-8E12

Abstract

An efficient method of preparing N-acetyl-L-tyrosine methyl ester is described. This compound has been converted to the optically pure O-methyl derivative by reaction with diazomethane. The saponification of N-acetyl-L-tyrosine methyl ester is a more convenient rout to N-acetyl-L-tyrosine than the direct acetylation of L-tyrosine. N-acetyl-L-tyrosine can be converted to optically pure O-methylN-acetyl-L-tyrosine via the Williamson synthesis. The preparation of several other derivatives of L- tyrosine is also described.

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