Synthesis of (1R)‐(1‐acetamido‐2‐phenylethyl)boronic acid‐1‐13C

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Abstract
(1R)‐(1‐Acetamido‐2‐phenylethyl)boronic acid‐1‐13C, which is the boron analogue of N‐acetylphenylalanine, has been synthesized via a modification of the route previously established for the unlabelled compound. The 13C label is derived from dichloromethane‐13C. The previous conditions utilized excess dichloromethane, but it has now been found that a stoichiometric amount of dichloromethane suffices for the preparation of (dichloromethyl)lithium and its reaction with a boronic ester. Thus, the method has broad potential for the synthesis of compounds bearing 13C lebels at chiral sites. The 1H and 13C NMR spectra of the target compound and the intermediates leading to it are discussed.