Trimethylsilane (TMS)

Trimethylsilane (TMS) scheme

Protection :

  • Reagents
    Solvents
    Temperature
    Time
    Yield
  • TMSCl i-Pr2NLi
    THF
    -78 °C - RT
    3 h
    92 %
    intermediate structure
    i-Pr2NLi, TMSCl
    THF
    -78 °C to RT, 3 h, 92%
    intermediate structure

Deprotection :

  • Reagents
    Solvents
    Temperature
    Time
    Yield
  • n-Bu4N+ F-
    THF
    0 °C - RT
    20 min - 3 h
    86-87 %
    intermediate structure
    n-Bu4N+ F-
    THF
    0 °C to RT, 20 min, 87%
    intermediate structure
    intermediate structure
    n-Bu4N+ F-
    THF
    RT, 3 h, 86%
    intermediate structure
  • n-Bu4N+ F-
    THF H2O
    RT
    2.5 h
    96 %
    intermediate structure
    n-Bu4N+ F-
    THF, H2O
    RT, 2.5 h, 96%
    intermediate structure