Synthesis of Strychnine

C21H22N2O2
Principal investigator | Hans-Ulrich Reissig |
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Publication year | 2010 |
Synthesis type | Formal |
Number of steps | 9 (linear) |
References |
Part 1 of 1
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DMAP,
Et3N
CH2Cl2
RT, 3 d, 82%

BrCH2CN,
SmI2
HMPA, THF
RT, ON, 77%

Ni (Raney),
H2
1 atm
MeOH
RT, 3 d, 97%

ClCO2Me,
Et3N,
DMAP
CH2Cl2
RT, 4 h, 87%

MsCl,
Et3N,
DMAP,
DBU
CH2Cl2
RT, 48 h, 63%

TMSI
CHCl3
Reflux, 2 h


n-Bu4N+ I-,
K2CO3
MeCN
RT, ON, 65% (2 steps)


Remaining...
27% (2 steps)
"See : J. Org. Chem. 1994, 59, 2685; J. Org. Chem. 1993, 58, 7490."
