Synthesis of Ammosamide B

C12H10ClN5O2
Principal investigator | William Fenical |
---|---|
Publication year | 2010 |
Synthesis type | Total |
Number of steps | 17 (linear) |
References |
Part 1 of 1
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H2SO4,
HNO3
H2O
0 °C, 90 min, 58%

t-BuNH2
Dioxane
100 °C, ON, 87%

NaH,
MeI
DMF
0 °C to RT, 45 min

CF3CO2H
CH2Cl2
RT, 30 min, 92% (2 steps)



CF3CO2H
100 °C, ON

HNO3,
H2SO4
H2O
RT, ON

POCl3
100 °C, ON, 85% (3 steps)

HI
H2O, MeCN
RT, ON

(CF3CO)2O
Pyr
0 °C, 4 min, 74% (2 steps)


H2SO4
MeOH
60 °C, ON

KOH
MeOH
50 °C, 4 h


SOCl2
hν
RT, 45 min

(CF3CO)2O
Pyr
RT, 3 h, 8% (6 steps)

Mg3N2
MeOH
0 to 80 °C, ON, 100%
