Synthesis of Methoxatin

Structure of Methoxatin

C14H6N2O8

Principal investigatorCharles W. Rees
Publication year1983
Synthesis typeTotal
Number of steps 11 (linear)
References
Part 1 of 1
intermediate structure
BnBr, K2CO3
Acetone
Reflux, 24 h, 92%
intermediate structure
LiAlH4
THF
0 °C, 2 h, 83%
intermediate structure
BaMnO4
CHCl3
Reflux, 60 min, 100%
intermediate structure + intermediate structure
NaOMe
MeOH, THF
-10 to 2 °C, 18 h, 90%
intermediate structure
Xylene(s)
Reflux, 4 h, 82%
intermediate structure
HCl
MeOH
Reflux, 6 h, 58%
intermediate structure + intermediate structure
HCl
CH2Cl2
RT, 24 h, 95%
intermediate structure
Pd/C, H2
1 atm
MeOH
RT, 20 h, 89%
intermediate structure
Special reagent
CHCl3, MeOH
RT, 16 h, 93%
intermediate structure
TsOH, HC(OMe)3
MeOH
Reflux, 3 h
intermediate structure
HCl, K2CO3
H2O
85 °C, 4 h, 79% (2 steps)
intermediate structure