Synthesis of Fuchsiaefoline
C24H31ClN2O3
| Principal investigator | James M. Cook |
|---|---|
| Publication year | 2004 |
| Synthesis type | Total |
| Number of steps | 16 (linear) |
| References |
Part 1 of 1
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+
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- NaH
- MeI
DMF
HCl
H2O, THF
0 °C to RT, 90% (2 steps)
Na2SO4,
NaBH4,
PhCHO
EtOH
-5 to 0 °C, ON, 90%
+
CF3CO2H
CH2Cl2
RT, 7 d, 92% (2 steps)
KOH
Dioxane
Reflux, 80%
Pd/C,
HCl,
H2
EtOH
RT, 7 h, 92%
+
K2CO3
THF
Reflux, 24 h, 90%
K2CO3,
Pd(OAc)2,
Ph3P,
n-Bu4N+ Br-
DMF, H2O
65 °C, 12 h, 80%
HCl
H2O, THF
55 °C, 6 h, 90% (2 steps)
I2,
KOH
EtOH
85%
MeI
THF
0 °C
AgCl
EtOH
RT, 81% (2 steps)