Synthesis of Tacamonine

C19H22N2O
Principal investigator | Mauri Lounasmaa |
---|---|
Publication year | 1995 |
Synthesis type | Total |
Number of steps | 12 (linear) |
References |
Part 1 of 1
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100 °C, 90 min, 96%

Et3N,
Pd/C,
H2
MeOH
RT, 15 h, 94%


CF3CO2H
79%

LiAlH4
THF
60 °C, 45 min, 92%

TsCl
Pyr
-20 °C, 80%

NaCN
DMF
60 °C, 95%

NaOH
H2O

POCl3
90% (2 steps)

mCPBA


NaBH4
AcOH, MeOH
50%
"Also isolated was the C20-epimer (25 % yield)."
