Synthesis of Ammosamide B

Structure of Ammosamide B

C12H10ClN5O2

Principal investigatorMark Cushman
Publication year2010
Synthesis typeTotal
Number of steps 9 (linear)
References
Part 1 of 1
intermediate structure
NH3
Ethylene Glycol
140 °C, 3 h, 88%
intermediate structure
Boc2O, DMAP
DMF
RT, 12 h, 80%
intermediate structure
CF3CO2H
CH2Cl2
0 °C, 4 h, 90%
intermediate structure
H2, Pd/C
EtOAc
RT, 12 h, 85%
intermediate structure + intermediate structure
TsOH, Cu(OAc)2
CHCl3
Reflux, 8.5 h, 50%
intermediate structure
NCS
DMF
60 °C, 30 min, 75%
intermediate structure
CF3CO2H
CH2Cl2
RT, 6 h, 65%
intermediate structure
MeI, NaH
DMF
RT, 30 min, 70%
intermediate structure
NH3
H2O, THF
RT, 24 h, 80%
intermediate structure