Journal of the American Chemical Society

The Conversion of L-Histidine into Hydroxy-and Allohydroxy-proline via erythro-and threo-γ-Hydroxy-L-ornithine1, 2

B Witkop, T Beiler

Index: Heath et al. Journal of the Chemical Society, 1951 , p. 2215           Witkop; Beiler Journal of the American Chemical Society, 1956 ,  vol. 78, p. 2882,2889, 2890            

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Citation Number: 14

Abstract

cq6-Dibenzoyl-y-keto-L-ornithine methyl ester (IV), obtainable from L-histidine methyl ester (I) by Bamberger cleavage, on hydrogenation yielded the two diastereoisomeric lactones (VI11 and IX) of erythro and threo-&dihexahydrobenzoyl-rhydroxy-L-ornithine. Hydrolysis furnished the dihydrochlorides of the two diastereoisomeric lactones (X and XIII) of r-hydroxy- L-ornithine accompanied in each case by some of the D-isomers (XI and XII) arising by ...