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Mesembrine
| Author | Maurice Shamma |
|---|---|
| Publication year | 1965 |
| Synthesis type | Total synthesis |
| Number of steps | 20 (linear) |
| Reference |
Browse hundreds of other total syntheses.
Part 1 of 1
H2, Pd/C
3 atm
EtOH
70 % (2 steps)
3 atm
70 % (2 steps)
AllylBr, NaH
PhH
Reflux, 10 h, 95 %
Reflux, 10 h, 95 %
LiAlH4
Et2O
RT, 2 h, 70 %
RT, 2 h, 70 %
Ac2O
Pyr
Reflux, 2 h, 92 %
Reflux, 2 h, 92 %
(COCl)2
PhH
RT, 2 h
RT, 2 h
MeNH2
PhH
0 °C, 93 % (2 steps)
0 °C, 93 % (2 steps)
LiAlH4
THF, Dioxane
Reflux, 17 h, 90 %
Reflux, 17 h, 90 %
HCO2Et
Et3N
Reflux, ON, 92 %
Reflux, ON, 92 %
PhNMe3+ Br3-
THF
RT, 19 h
RT, 19 h
CaCO3
DMF
Reflux, 2 h, 79 % (2 steps)
Reflux, 2 h, 79 % (2 steps)
Cr(OAc)2, NaOAc
Acetone, AcOH
40 %
40 %
NaBH4
EtOH
RT, ON, 95 %
RT, ON, 95 %
O2, Pt
EtOAc
RT, 3 d
RT, 3 d
