Tetrahydropyranyl acetal (THP)

Tetrahydropyranyl acetal (THP) scheme

Protection :

  • Reagents
    Solvents
    Temperature
    Time
    Yield
  • 3,4-Dihydropyran Pyr.TsOH
    CH2Cl2
    0 °C - RT
    3 h - ON
    91-94 %
    info
    intermediate structure
    3,4-Dihydropyran, Pyr.TsOH
    CH2Cl2
    0 °C to RT, 4 h, 91%
    intermediate structure
    info
    intermediate structure
    3,4-Dihydropyran, Pyr.TsOH
    CH2Cl2
    RT, ON, 94%
    intermediate structure
    info
    intermediate structure
    3,4-Dihydropyran, Pyr.TsOH
    CH2Cl2
    RT, 3 h, 94%
    intermediate structure

Deprotection :

  • Reagents
    Solvents
    Temperature
    Time
    Yield
  • AcOH
    H2O
    37 °C
    3 h
    90 %
    info
    intermediate structure
    AcOH
    H2O
    37 °C, 3 h, 90%
    intermediate structure
  • TsOH
    MeOH
    RT - Reflux
    60 - 90 min
    90-97 %
    info
    intermediate structure
    TsOH
    MeOH
    Reflux, 90 min, 97%
    intermediate structure
    info
    intermediate structure
    TsOH
    MeOH
    RT, 60 min, 90%
    intermediate structure