- One-step synthesis of N-acetylcysteine and glutathione derivatives using the Ugi reaction
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Fully protected natural and unnatural N-acetylcysteine, dipeptide Cys-Gly, glutathione, and homoglutathione derivatives were synthesized by the Ugi four-component reaction using various benzylthio aldehydes and ketones as carbonyl building blocks. The scope and limitations of the method were investigated. Formation of imidazoline by-products in the Ugi reaction was discussed. 2,2,2-Trifluoroethanol was shown to be a superior reaction media than methanol in some reactions. Also, the 4-methyl-2,6,7-trioxabicyclo[2.2.2]octyl derivative (OBO-ester) of isocyanoacetic acid was shown to be superior to use than ethyl isocyanoacetate as a peptide synthesis precursor in cases when higher reactivity of an isocyanide is required.
- Zhdanko, Alexander G.,Gulevich, Anton V.,Nenajdenko, Valentine G.
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experimental part
p. 4692 - 4702
(2009/10/02)
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- Phosphorylated and silylated derivatives of alfa-mercaptocarbonyl compounds
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The phosphorylation and silylation of α-mercaptocarbonyl ccmpounds have been investigated. Novel different cyclic and linear silicon(phosphorus) containing derivatives have been obtained.
- Pudovik, Michael,Burilov, Alexander,Cherepashkin, Dmitry,Nikolaeva, Irina
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p. 561 - 564
(2007/10/03)
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- SYNTHESIS AND PROPERTIES OF β-FUNCTIONALIZED VINYL PHOSPHITES
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By phosphorylating (acylthio)acetones with dialkyl phosphorochloridites, the corresponding vinyl phosphites were synthesized and some their properties, e.g., sulfonation and reactions with chloral and acyl halides, were studied. (Acylthio)acetones react w
- Burilov, A. R.,Nikolaeva, I. L.,Pudovik, M. A.
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p. 542 - 545
(2007/10/02)
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