Synthesis of 1-hydroxy-L-proline and related cyclic N-hydroxyamino acids. Metabolic disposition of carbon-14-labeled 1-hydroxy-L-proline in rodents

HT Nagasawa, JG Kohlhoff, PS Fraser…

Index: Nagasawa,H.T. et al. Journal of Medicinal Chemistry, 1972 , vol. 15, p. 483 - 486

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Citation Number: 20

Abstract

The L-, D-, and racemic forms of 1-hydroxyproline (1) as well as 1-hydroxy-DL-pipecolic acid (2) and N-hydroxysarcosine (3) were prepared from the respective amino acids by (a) cyanoethylation,(b) N-oxidation of 1-(2-~ yanoethyl) amino acids, and (c) elimination of acrylonitrile in a Cope elimination. 2, 3, or the L form of 1 did not inhibit the growth of L-1210 lymphoid leukemia in BDFl mice, and L-1 did not inhibit the growth of Escherichia coli B or ...