Synthesis of Ervitsine

Structure of Ervitsine

C19H20N2O

Principal investigator	Joan Bosch
Publication year	1997
Synthesis type	Total
Number of steps	6 (linear)
References	J. Org. Chem. 1997, 62, 3597.

Part 1 of 1

intermediate structure

NaH, TMS(CH2)2OCH2Cl

DMF, THF

0 °C to RT, 2 h, 93%

intermediate structure

+

intermediate structure

i-PrN(Cy)Li
H2CN+Me2 I-

THF

-78 to 0 °C, 8 h, 15%

See the Mannich Reaction

intermediate structure

mCPBA

CH2Cl2

-10 °C, 2 h, 60%

intermediate structure

PhMe

Reflux, 60 min, 75%

See the Cope Elimination

intermediate structure

HCl

EtOH, H2O

Reflux, 2 h

intermediate structure

NaBH4

MeOH

0 °C, 60 min, 65% (2 steps)

intermediate structure

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