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Synthesis of N-benzyloxycarbonyl-N-methylaminoacids from oxazolidine-5-one derivatives

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Hydrogenolysis of 3-benzyloxycarbonyloxazolidine-5-one and 3-benzyloxycarbonyl-4-benzyloxazolidine-5-one by Et3SiH in the presence of F3.CCO2H is demonstrated to be a convenient method for preparing substituted N-methylaminoacids. In contrast with catalytic hydrogenation on Pd/C catalyst, the benzyloxycarbonyl is not removed and the methyl is not lost using this method.

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Authors and Affiliations

  1. Institute of Organic Synthesis, Latvian Academy of Sciences, Riga

    G. I. Chipens, V. A. Slavinskaya, D. É. Sile, É. Kh. Korchagova, M. Yu. Katkevich & V. D. Grigor'eva

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  1. G. I. Chipens
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  2. V. A. Slavinskaya
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  3. D. É. Sile
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  4. É. Kh. Korchagova
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  5. M. Yu. Katkevich
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  6. V. D. Grigor'eva
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 681–683, May, 1992.

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Chipens, G.I., Slavinskaya, V.A., Sile, D.É. et al. Synthesis of N-benzyloxycarbonyl-N-methylaminoacids from oxazolidine-5-one derivatives. Chem Heterocycl Compd 28, 576–578 (1992). https://doi.org/10.1007/BF00475261

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  • DOI: https://doi.org/10.1007/BF00475261

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