1,3-Dithiolane

1,3-Dithiolane scheme

Protection :

  • Reagents
    Solvents
    Temperature
    Time
    Yield
  • (CH2SH)2 BF3.OEt2
    AcOH
    RT
    16 - 24 h
    80 - 100 %
    intermediate structure
    (CH2SH)2, BF3.OEt2
    AcOH
    RT, 16 h, 100%
    intermediate structure
    intermediate structure
    (CH2SH)2, BF3.OEt2
    AcOH
    RT, 24 h, 80%
    intermediate structure
  • (CH2SH)2 BF3.OEt2
    CH2Cl2
    0 °C - RT
    20 min - 2 h
    93 - 100 %
    intermediate structure
    (CH2SH)2, BF3.OEt2
    CH2Cl2
    0 °C to RT, 2 h, 93%
    intermediate structure
    intermediate structure
    (CH2SH)2, BF3.OEt2
    CH2Cl2
    RT, 20 min, 100%
    intermediate structure
  • (CH2SH)2 BF3.OEt2
    N/A
    RT
    90 min
    72 %
    intermediate structure
    (CH2SH)2, BF3.OEt2
    RT, 90 min, 72%
    intermediate structure

Deprotection :

  • Reagents
    Solvents
    Temperature
    Time
    Yield
  • HgO BF3.OEt2
    THF H2O
    RT
    35 min
    86 %
    intermediate structure
    HgO, BF3.OEt2
    THF, H2O
    RT, 35 min, 86%
    intermediate structure