108613-06-5Relevant academic research and scientific papers
Highly efficient chemoselective N-TBS protection of anilines under exceptional mild conditions in the eco-friendly solvent 2-methyltetrahydrofuran
Pace, Vittorio,Alcantara, Andres R.,Holzer, Wolfgang
supporting information; experimental part, p. 1986 - 1989 (2011/09/16)
A straightforward chemoselective protection of anilines as N-TBS derivatives is described by using a suitable deprotonation of the amine with methyllithium in the environmentally friendly and safer substitute of THF, 2-methyltetrahydrofuran, under exceptional mild reaction conditions (0 °C, 30 min). Interestingly, the protecting group maybe cleaved efficiently by simple treatment of N-TBS-anilines with silica gel in ethanol-water.
NOVEL TRICHLOROACETYL BASED SILYLATIONS: SIMPLE METHODS FOR t-BUTYLDIMETHYLSILYLATIONS AND FOR THE PROTECTION OF AMINO GROUPS.
Galan, Adam A.,Lee, Thomas V.,Chapleo, Christopher B.
, p. 4995 - 4998 (2007/10/02)
A new reagent for t-butyldimethylsilylation has been developed and the known trimethylsilyl trichloroacetate (1) has been shown to be of use for N-silylating amines.
