Synthesis of Acromelobinic Acid

C9H10N2O5
Principal investigator | Maciej Adamczyk |
---|---|
Publication year | 2001 |
Synthesis type | Total |
Number of steps | 10 (linear) |
References |
Part 1 of 1
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mCPBA
CHCl3
RT, 15 h, 78%

Ac2O
Reflux, 3 h

NaOMe
MeOH
0 & deg;C, 10 min, 60% (2 steps)

Ag2CO3,
MeI
CHCl3
RT, 5 d, 93%




1,1,3,3-Tetramethylguanidine
THF
0 °C to RT, 6 h, 66%
See the Horner-Wadsworth-Emmons Reaction
"Also isolated was the E-isomer (10 % yield)."


LiOH
H2O, THF
RT, 60 min

TMSI
CHCl3, MeOH
Reflux, 19 h, 88% (2 steps)
