Synthesis of Strychnine

C21H22N2O2
Principal investigator | Joan Bosch |
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Publication year | 2000 |
Synthesis type | Total |
Number of steps | 14 (linear) |
References |
Part 1 of 1
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O3
CH2Cl2
-78 °C, 3 h


NaBH3CN
i-PrOH
RT, 2 d, 37% (2 steps)

ClCO2CH(Cl)CH3
135 °C, 2 d, 72%

TMS2NH,
TMSI
CH2Cl2, Pentane
-20 °C, 6 h, 100%

(PhSe)2,
PhSeCl
THF
-35 °C to RT, 4.5 h, 70%

O3,
i-Pr2NH
CH2Cl2
-78 °C to RT, 72%

MeOH
Reflux, 3 h, 100%


LiI,
K2CO3
MeCN
50 °C, 3 h, 74%


MeO2CCN,
TMS2NLi
HMPA, THF
-78 °C to RT, 4.5 h, 62%
"The yield was 67 % brsm."

H2SO4,
Zn
MeOH
Reflux, 2 h, 36%

NaOMe
MeOH
Reflux, 5 h, 72%

i-Bu2AlH
PhMe
-40 °C, 25 min

