Journal of Organic Chemistry p. 709 - 713 (1993)
Update date:2022-08-05
Topics: Synthesis Stereoselective 1H NMR spectroscopy α-Halomethylation (2R,4S)-3-Benzoyl-2-(1,1-dimethylethyl)-1-methyl-4-<(N-tritylimidazol-4'-yl)methyl>-1,3-imidazolidin-5-one (S)-(+)-α-(Fluoromethyl)histidine
Grozinger, Karl G.
Kriwacki, Richard W.
Leonard, Scott F.
Pitner, T. Phil
A method is described for the α-enantioretentive methylation of L-histidine (S) to give (S)-(+)-α-(fluoromethyl)histidine (8).The synthesis involves the conversion of Nim-trityl-L-histidine methyl ester (1) to both the "trans"-(2S,4S)- and "cis
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