112460-39-6Relevant academic research and scientific papers
Selective oxidation of sulfides to sulfoxides and sulfones at room temperature using H2O2 and a Mo(VI) salt as catalyst
Jeyakumar, Kandasamy,Chand, Dillip Kumar
, p. 4573 - 4576 (2007/10/03)
Selective oxidation of sulfides to sulfoxides and sulfones is achieved by H2O2 using MoO2Cl2 as the catalyst. Various substituted sulfides having functional groups such as methyl, methoxy, bromo, nitro, alkene, alkyne, alcohol, ester, aldehyde and remarkably an oxime are successfully and selectively oxidized without affecting the sensitive functionalities.
The p-(Methylsulfinyl)benzyl Group: A TFA-Stable Carboxyl-Protecting Group Readily Convertible to a TFA-Labile Group
Samanen, James M.,Brandeis, Ester
, p. 561 - 569 (2007/10/02)
The p-(methylsulfinyl)benzyl or Msib ester is recommended as a selectively cleavable carboxyl-protecting group for peptide synthesis.Peptide oramino acid esters of p-(methylsulfinyl)benzyl alcohol, HO-Msib (2), or p-(methylthio)benzyl alcohol, HO-Mtb (1), are readily prepared from the corresponding alcohols or alkyl halides.Msib esters may also be obtained from Mtb esters by oxidation with m-chloroperbenzoic acid.Msib esters are readily deoxygenated by excess Me3SiCl/Ph3P, Me3SiCl/Me2S, or anhydrous hydrogen chloride.Msib esters are exceedingly stable to TFA while Mtb esters solvolyze rapidly.A sample peptide synthesis demonstrates the protection of the C-terminal carboxyl group during synthesis as the Msib ester followed by Msib group removal on completion of synthesis by deoxygenation and TFA solvolysis.The stability of Mtb and Msib esters to typical acid conditions of peptide synthesis is described.The stability of Msib esters to various peptide synthesis conditions suggests that the Msib group should be quite useful as a carboxyl-protecting group in peptide synthesis.
