Conclusions
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1.
A study has been made of the base catalyzed racemization of N-salicylidene-S-alanine, and of the ethyl esters of N-salicylidene-S-valine, N-salicylidene-S-alanine, N-benzylidene-S-alanine, N-o-methoxy-benzylidene-S-alanine, and N-(2-oxy-1', 5-dimethylbenzylidene)-S-alanine in methanol solutionat 25°C.
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2.
Replacement of the ionized carboxy group by a neutral carbethoxy group increases the kinetic CH-acidity of the amino acid fragment by more than four orders.
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3.
It is shown that amino acids can be synthesized from the ethyl ester of N-salicylideneglycine.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1978, No. 5, pp. 1026–1033.
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Belokon', Y.N., Belikov, V.M., Maksakov, V.A. et al. Amino acids as CH-acids. Russ Chem Bull 27, 888–894 (1978). https://doi.org/10.1007/BF00928985
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DOI: https://doi.org/10.1007/BF00928985