Synthesis of Magallanesine

C21H17NO6
Principal investigator | Takushi Kurihara |
---|---|
Publication year | 1994 |
Synthesis type | Partial |
Number of steps | 13 (linear) |
References |
Part 1 of 1
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H2,
Pd/C
4 atm
AcOH, MeOH
RT, 3 h, 99%
"The starting material is obtained in 5 steps from piperonal, see: Chem. Pharm. Bull. 1987, 35, 479."

LiAlH4
THF
RT, 10 min, 93%

SOCl2
CH2Cl2
Reflux, 2 h, 100%

NaOMe
MeOH
Reflux, 90 min, 72%

H2O2
CHCl3, H2O, MeOH
RT, 15 h


Pd/C,
H2
1 atm
MeOH
RT, 15 h, 100%




- TMS2NNa
- (PhS)2
HMPA, THF
-78 °C to RT, 90 min

NaHCO3,
mCPBA
CH2Cl2
RT, 10 min

PhMe
Reflux, 60 min, 67% (3 steps)

