57360-11-9Relevant articles and documents
One-step synthesis of N-acetylcysteine and glutathione derivatives using the Ugi reaction
Zhdanko, Alexander G.,Gulevich, Anton V.,Nenajdenko, Valentine G.
experimental part, p. 4692 - 4702 (2009/10/02)
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.
SYNTHESIS AND PROPERTIES OF β-FUNCTIONALIZED VINYL PHOSPHITES
Burilov, A. R.,Nikolaeva, I. L.,Pudovik, M. A.
, p. 542 - 545 (2007/10/02)
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