Methyl ester

Methyl ester scheme

Protection :

  • Reagents
    Solvents
    Temperature
    Time
    Yield
  • CH2N2
    Et2O
    RT
    1 min - 3 h
    92-100 %
    intermediate structure
    CH2N2
    MeOH, Et2O
    RT, 90 min, 92%
    intermediate structure
    intermediate structure
    CH2N2
    Et2O
    RT, 1 min, 100%
    intermediate structure
    intermediate structure
    CH2N2
    Et2O
    RT, 3 h, 93%
    intermediate structure
  • CH2N2
    MeOH
    RT
    60 min
    84 %
    intermediate structure
    CH2N2
    MeOH
    RT, 60 min, 84%
    intermediate structure

Deprotection :

  • Reagents
    Solvents
    Temperature
    Time
    Yield
  • LiOH
    THF H2O
    0 °C - RT
    60 min - 20 h
    75 - 100 %
    intermediate structure
    LiOH
    THF, H2O
    RT, 12 h, 100%
    intermediate structure
    intermediate structure
    LiOH
    THF, H2O
    RT, 20 h, 100%
    intermediate structure
    intermediate structure
    LiOH
    THF, H2O
    0 °C, 60 min, 100%
    intermediate structure
    intermediate structure
    LiOH
    THF, H2O
    RT, 5 h, 75%
    intermediate structure
    intermediate structure
    LiOH
    THF, H2O
    RT, ON, 93%
    intermediate structure
  • LiOH
    THF MeOH
    RT
    ON
    97 %
    intermediate structure
    LiOH
    THF, MeOH
    RT, ON, 97%
    intermediate structure
  • NaOH
    MeOH H2O
    RT - Reflux
    4 - 17 h
    99 %
    intermediate structure
    NaOH
    MeOH, H2O
    RT, 17 h, 99%
    intermediate structure
    intermediate structure
    NaOH
    MeOH, H2O
    Reflux, 4 h, 99%
    intermediate structure
  • KOH
    MeOH H2O
    RT - 90 °C
    60 min - 48 h
    98-100 %
    intermediate structure
    KOH
    MeOH, H2O
    Reflux, 2 h, 100%
    intermediate structure
    intermediate structure
    KOH
    MeOH, H2O
    Reflux, 12 h, 100%
    intermediate structure
    intermediate structure
    KOH
    MeOH, H2O
    90 °C, 48 h, 98%
    intermediate structure
  • KOH
    MeOH
    Reflux
    90 min
    100 %
    intermediate structure
    KOH
    MeOH
    Reflux, 90 min, 100%
    intermediate structure
  • KOH
    EtOH H2O
    RT - Reflux
    6 - 20 h
    91-100 %
    intermediate structure
    KOH
    EtOH, H2O
    Reflux, 6 h, 91%
    intermediate structure
    intermediate structure
    KOH
    EtOH, H2O
    RT, 20 h, 100%
    intermediate structure
  • MeSnOH
    DCE
    75 °C
    48 h
    78 %
    intermediate structure
    MeSnOH
    DCE
    75 °C, 48 h, 78%
    intermediate structure
  • NaOH
    THF H2O
    5 °C
    ON
    96 %
    intermediate structure
    NaOH
    THF, H2O
    5 °C, ON, 96%
    intermediate structure
  • KOH
    Ethylene Glycol H2O
    140 °C
    2 h
    84 %
    intermediate structure
    KOH
    Ethylene Glycol, H2O
    140 & deg;C, 2 h, 84%
    intermediate structure
  • LiOH
    MeCN H2O
    70 °C
    4 h
    73 %
    intermediate structure
    LiOH
    MeCN, H2O
    70 °C, 4 h, 73%
    intermediate structure
  • LiOH
    MeOH H2O
    RT
    5 h
    95 %
    intermediate structure
    LiOH
    MeOH, H2O
    RT, 5 h, 95%
    intermediate structure