Improved synthesis of DL-alanosine

CN Eaton, GH Denny Jr, MA Ryder, MG Ly…

Index: Eaton; Denny Jr.; Ryder; Ly; Babson Journal of medicinal chemistry, 1973 , vol. 16, # 3 p. 289 - 290

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Citation Number: 8

Abstract

Lancini, et al., 4 who described a synthesis used to prepare the D, L, and DL forms of the compound. Their approach was based upon the exothermic conversion of the p- chloroalanine derivative DL-I1 to DL-2-amino-3-(hydroxyamino)-propionic acid (DL-111) by means of hydroxylamine in the absence of solvent. Resolution of N, N'-dibenzoyl-DL-111 by way of its cinchonine salt gave D-I11 and L-I11 upon removai of the blocking groups. This ...