60115-69-7Relevant articles and documents
Behaviour of S-substituted cysteine sulfoxide under acidolytical deprotecting conditions
Yajima,Funakoshi,Fujii,et al.
, p. 1060 - 1061 (1979)
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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