Synthesis of Strychnine

C21H22N2O2
Principal investigator | Stephen F. Martin |
---|---|
Publication year | 2001 |
Synthesis type | Formal |
Number of steps | 12 (linear) |
References |
Part 1 of 1
+
+





HClO4
H2O, THF
80 °C, 12 h, 93%


(Ph3P)3RuCl2
PhMe
Reflux, 24 h, 79%

Pd(OH)2/C,
H2
1 atm
EtOAc, EtOH
RT, 5 h, 67%

TsOH,
NaOMe
MeOH
0 °C to RT, 30 h, 74%

TBSCl,
DMAP
Pyr
RT, 24 h, 71%

Me3O+BF4-,
2,6-Di-tert-butylpyridine
MeOH
RT, 24.5 h, 83%

t-BuOCl,
SnCl4
PhMe
-15 °C, 60 min


HCl
H2O, MeOH
RT, ON, 83%

Remaining...
34% (4 steps)
"See: J. Am. Chem. Soc. 1993, 115, 9293."
