Cysteine Isocyanide in Multicomponent Reaction: Synthesis of Peptido-Mimetic 1,3-Azoles
An alternative approach toward the simple and robust synthesis of highly substituted peptidic thiazole derivatives using Ugi-multicomponent reaction (U-MCR) is described. Thus, we introduced the enantiopure (R)-2-methyl-2-isocyano-3-(tritylthio)propanoate as a novel class of isocyanide in MCR. This bifunctional isocyanide was found to undergo mild cyclodehydration to afford thiazole containing peptidomimetics in a short synthetic sequence. Several examples of bis-heterocyclic rings were also synthesized through the proper choice of the aldehyde component in the U-4CR. The method opens a wide range of applications toward the synthesis of nonribosomal natural products and other bioactive compounds.
Vishwanatha, Thimmalapura M.,Kurpiewska, Katarzyna,Kalinowska-Tlu?cik, Justyna,D?mling, Alexander
p. 9585 - 9594
(2017/09/23)
A Convenient Synthesis of Thioacetates and Thiobenzoates Using Silica-Gel Supported Potassium Thioacetate
A simple and efficient procedure has been developed for the synthesis of thioesters by a reaction of alkyl halides with silica-gel supported potassium thioacetate or thiobenzoate under mild conditions.
Aoyama, Tadashi,Takido, Toshio,Kodomari, Mitsuo
p. 3817 - 3824
(2007/10/03)
Design and synthesis of thiolesters for the histochemical demonstration of esterase and lipase via the formation of osmiophilic diazo thioethers.
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Hanker,Katzoff,Rosen,Seligman,Ueno,Seligman
p. 288 - 291
(2007/10/05)
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