75893-07-1Relevant academic research and scientific papers
Method for preparing S-substituent-cysteine derivative through participation of NBS (N-bromosuccinimide) at room temperature
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Paragraph 0031-0033, (2021/12/07)
The invention relates to a method for preparing an S-substituent-cysteine derivative through participation of NBS (N-bromosuccinimide) at room temperature, and belongs to the field of fine chemical engineering. The method comprises the following steps: reacting the NBS (N-bromosuccinimide), symmetric disulfide and a cysteine derivative at room temperature to obtain the S-substituent-cysteine derivative, wherein the cysteine derivative is a derivative in which amino and/or carboxyl on cysteine are/is substituted. According to the method, an expensive transition metal palladium catalyst does not need to be used, and the S-substituent cysteine derivative can be efficiently synthesized by a one-pot method at room temperature. The method has the advantage that the method is at room temperature and does not need to use expensive palladium metal catalysts, so that the strategy has potential applicability in drug synthesis, biological systems and self-repairing systems.
STUDIES ON PEPTIDES. XCVI. BEHAVIOR OF S-ACETAMIDOMETHYLCYSTEINE SULFOXIDE UNDER DEPROTECTING CONDITIONS IN PEPTIDE SYNTHESIS
Yajima, Haruaki,Akaji, Kenichi,Funakoshi, Susumu,Fujii, Nobutaka,Irie, Hiroshi
, p. 1942 - 1945 (2007/10/02)
The sulfoxide of Boc-Cys(S-acetamidomethyl)-OH was prepared by oxidation with sodium perborate.Mercuric acetate and iodine failed to cleave the S-protecting group from sulfoxide.Hydrogen fluoride and methanesulfonic acid partially converted the sulfoxide to S-p-methoxyphenylcysteine in the presence of anisole.A reducing reagent, thiophenol, converted the sulfoxide to acetamidomethyl phenyl sulfide and Nα-Boc-S-(phenylthio)cysteine.Keywords - S-acetamidomethylcysteine sulfoxide; mercuric acetate treatment; iodine treatment; hydrogen fluoride treatment; methanesulfonic acid treatment; thiophenol treatment
