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N-Benzyl Derivatives of Leucine Esters
Authors:Popova  L A  Yurashevich  N Ya  Knizhnikov  V A
Institution:(1) Institute of Physical Organic Chemistry, National Academy of Sciences of Belarus, ul. Surganova 13, Minsk, 220072, Belarus
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)CH2R2R3= CH3, C6H5].
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