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Named reactions

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Search synthesis

Colchicine

Chemical structure of Colchicine
C22H25NO6
Author David A. Evans
Publication year 1981
Synthesis type Formal synthesis
Number of steps 13 (linear)
Reference

Browse hundreds of other total syntheses.

Part 1 of 1
Chemical structure
Me2SO4, KOH
MeOH, H2O
Reflux, 90 min, 90%

See the Williamson Ether Synthesis
Chemical structure
Pt (Anode), KOH
4.0 V
MeOH
0 °C, 25 h
Chemical structure
(CO2H)2
THF, H2O
RT, 12 h, 65% (2 steps)
Chemical structure
Me3SO+ I-, NaH
DMSO
0 °C, 3 h, 91%

See the Johnson-Corey-Chaykovsky Reaction
Chemical structure + Chemical structure
i-Pr2NLi, (CO2H)2
THF, THF
-70 °C, 2 h

See the Aldol Addition
Mixture of isomers.
Chemical structure
(CO2H)2
THF, H2O
RT, 5 h, 95% (2 steps)

Mixture of isomers.
Chemical structure
CF3CO2H
Reflux, 35 min, 92%
Chemical structure
DDQ
PhH
Reflux, 18 h, 54%
Chemical structure
NaOMe
MeOH, H2O
75 °C, 45 min, 85%
Chemical structure
(PhO)2P(O)N3, Et3N
t-BuOH
Reflux, 17 h, 54%

See the Curtius Rearrangement
Chemical structure
HCl
H2O
110 °C, 90 min, 72%
Chemical structure

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Remaining...
(2 steps)

See : Helv. Chim. Acta 1957, 40, 193; Helv. Chim. Acta 1946, 29, 246.
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