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N-Benzyl Derivatives of Leucine Esters

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Abstract

Leucine methyl and ethyl esters reacted with 3-bromobenzaldehyde and 4-chlorobenzaldehyde in anhydrous methanol in the presence of magnesium sulfate to afford the coresponding Schiff bases of the general formula (CH3)2CHCH2CH(COOR1)N=CHR2 [R1 = CH3, C2H5, R2= 3-BrC6H4, 4-ClC6H4]. Their reduction with sodium tetrahydridoborate yielded N-benzyl derivatives (CH3)2CHCH2CH(COOR1)NHCH2R2, which were converted into N-acyl-N-benzyl derivatives (CH3)2CHCH2CH(COOR1)N(COR3)CH2R2[R3= CH3, C6H5].

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Authors and Affiliations

  1. Institute of Physical Organic Chemistry, National Academy of Sciences of Belarus, ul. Surganova 13, Minsk, 220072, Belarus

    L. A. Popova, N. Ya. Yurashevich & V. A. Knizhnikov

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  1. L. A. Popova
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  2. N. Ya. Yurashevich
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  3. V. A. Knizhnikov
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Popova, L.A., Yurashevich, N.Y. & Knizhnikov, V.A. N-Benzyl Derivatives of Leucine Esters. Russian Journal of Organic Chemistry 40, 311–315 (2004). https://doi.org/10.1023/B:RUJO.0000034963.96456.70

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  • DOI: https://doi.org/10.1023/B:RUJO.0000034963.96456.70

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