tert-Butoxy carbamate (Boc)

tert-Butoxy carbamate (Boc) scheme

Protection :

  • Reagents
    Solvents
    Temperature
    Time
    Yield
  • DMAP Et3N Boc2O
    CH2Cl2
    4 °C - RT
    2 - 4 h
    99 %
    info
    intermediate structure
    DMAP, Et3N, Boc2O
    CH2Cl2
    RT, 4 h, 99%
    intermediate structure
    info
    intermediate structure
    DMAP, Et3N, Boc2O
    CH2Cl2
    4 °C to RT, 2 h, 99%
    intermediate structure
  • DMAP Boc2O
    MeCN
    RT
    15 h
    96 %
    info
    intermediate structure
    DMAP, Boc2O
    MeCN
    RT, 15 h, 96%
    intermediate structure
  • DMAP Boc2O
    THF
    Reflux
    2 h
    100 %
    info
    intermediate structure
    DMAP, Boc2O
    THF
    Reflux, 2 h, 100%
    intermediate structure

Deprotection :

  • Reagents
    Solvents
    Temperature
    Time
    Yield
  • CF3CO2H
    CH2Cl2
    0 °C
    4 h
    90 %
    info
    intermediate structure
    CF3CO2H
    CH2Cl2
    0 °C, 4 h, 90%
    intermediate structure
  • Mg(ClO4)2
    MeCN
    45 °C
    90 min
    77 %
    info
    intermediate structure
    Mg(ClO4)2
    MeCN
    45 °C, 90 min, 77%
    intermediate structure