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Epibatidine
| Author | Varinder K. Aggarwal |
|---|---|
| Publication year | 2005 |
| Synthesis type | Total synthesis |
| Number of steps | 8 (3 parts) |
| Reference |
Browse hundreds of other total syntheses.
Part 2 of 3
ICl3, HCl
H2O
0 °C to RT, 100 min, 21 %
0 °C to RT, 100 min, 21 %
+ 
n-BuLi
Et2O
-78 °C to RT, 5 h, 71 %
"The product might still contain some LiCl."
-78 °C to RT, 5 h, 71 %
"The product might still contain some LiCl."
Part 3 of 3
+ 
-118 to -45 °C, 6 h, 41 %
Selectivity : >95:05 dr, 97:03 er
NaBH4
MeOH
-78 to -60 °C, 2.5 h, 83 %
-78 to -60 °C, 2.5 h, 83 %
MsCl, Et3N
CH2Cl2
RT, 4 h
RT, 4 h
CF3CO2H
CH2Cl2
RT, 15 h
RT, 15 h
Reflux, 48 h, 90 % (3 steps)
Two cycles were required to obtain 90 % yield.
