Trimethylsilyl cyanohydrin

Trimethylsilyl cyanohydrin scheme

Protection :

  • Reagents
    Solvents
    Temperature
    Time
    Yield
  • TMSCN ZnI2
    PhH
    RT
    18 h
    96 %
    intermediate structure
    TMSCN, ZnI2
    PhH
    RT, 18 h, 96%
    intermediate structure
  • TMSCN KCN 18-Crown-6
    CH2Cl2
    0 °C - RT
    8 h
    89 %
    intermediate structure
    TMSCN, KCN, 18-Crown-6
    CH2Cl2
    0 °C to RT, 8 h, 89%
    intermediate structure

Deprotection :

  • Reagents
    Solvents
    Temperature
    Time
    Yield
  • n-Bu4N+ F-
    THF
    -78 °C
    15 min
    80 %
    intermediate structure
    n-Bu4N+ F-
    THF
    -78 °C, 15 min, 80%
    intermediate structure