Abstract
α-Hydroxymethyltyrosine has been synthesized by a route involvingα-hydroxymethylation. Dextrorotatory N-benzoyl-α-hydroxymethyltyrosine4 crystallizes in space group P212121 with cell parameters:a=13.2266(9),b=16.1099(9),c=7.4475(5) Å,V=15.86.9(2) Å3,Z=4. The structure was solved by direct methods and refined toR=0.047 andR w =0.066 with 1549 independent and 956\(\overline {hkl}\) reflections. The absolute configuration of 1 was determined asR by the application of Hamilton test and by the estimation of the Bijvoet coefficientB. Just as in N-benzoyl-α-methylcysteine (Wieczorek et al., 1989), theα-amino acid residue adopts the C5 ring conformation similar to the fully extended form. The two side chains also adopt an extended conformation around the Cα atom.
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Wieczorek, W., Bukowska-Strzyżewska, M., Leplawy, M.T. et al. Synthesis and absolute configuration of (+) α-hydroxymethyltyrosine by X-ray analysis of its N-benzoyl derivative. Journal of Crystallographic and Spectroscopic Research 21, 209–215 (1991). https://doi.org/10.1007/BF01161067
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DOI: https://doi.org/10.1007/BF01161067