3-Hydroxy-. alpha.-methyltyrosine progenitors, synthesis and evaluation of some (2-oxo-1, 3-dioxol-4-yl) methyl esters

…, DW Cochran, MR Dobrinska, WC Vincek…

Index: Saari; Halczenko; Cochran; Dobrinska; Vincek; Titus; Gaul; Sweet Journal of Medicinal Chemistry, 1984 , vol. 27, # 6 p. 713 - 717

Full Text: HTML

Citation Number: 52

Abstract

Chemistry. The bromomethyl intermediates 3 were obtained from the corresponding 1, 3- dioxol-2-ones 2 by bromination with NBS accordiag to published procedures4 (Scheme I). Alkylation of the Nt-Boc derivative of methyldopa (5) as its triethylamine salt with 3a in DMF led to the protected ester 6 (Scheme 11). Subsequent removal of the t-Boc protective group of 6 with anhydrous HC1 in EtOAc yielded the desired amino ester 7a. Alternatively, direct ...