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A conformational analysis of the methyl esters ofα-acetylamino acids and methylamides ofα-acetoxy acids

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Summary

1. The form of the potential surface of the methyl esters of α-acetylamino acids and of the methylamides of α-acetoxy acids is sensitive to the geometry of the side chain and to the presence of N-methyl groups in the main chain.

2. The conformational states of the molecules considered are described by a limited number of canonical forms: R, B, L, and P.

3. With respect to the interaction of the atoms of the main chain, the ester group is stereochemically equal to the amide group. The difference between these groups consists in small differences in interactions with the atoms of the side chains.

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Authors
  1. E. M. Popov
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  2. G. M. Lipkind
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  3. V. Z. Pletnev
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  4. S. F. Arkhipova
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Additional information

M. M. Shemyakin Institute of the Chemistry of Natural Compounds, Academy of Sciences of the USSR. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 184–191, March, 1971.

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Popov, E.M., Lipkind, G.M., Pletnev, V.Z. et al. A conformational analysis of the methyl esters ofα-acetylamino acids and methylamides ofα-acetoxy acids. Chem Nat Compd 7, 175–181 (1971). https://doi.org/10.1007/BF00568692

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  • DOI: https://doi.org/10.1007/BF00568692

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