Synthesis of Bikaverin

Structure of Bikaverin

C20H14O8

Principal investigatorDerek H. R. Barton
Publication year1975
Synthesis typeTotal
Number of steps 11 (linear)
References
Part 1 of 1
intermediate structure
Me3N+Bn HO-, MeCN
PhH
Reflux, 2 h, 82%
intermediate structure
H2, Pd/C
EtOH
RT, , 93%
intermediate structure + intermediate structure
HCl, ZnCl2
PhNO2
RT, 4 d, 70%
intermediate structure
NaOEt, (CO2Et)2
PhH
RT, 4 h, 40%
intermediate structure
TsOH
PhH
Reflux, 2 h, 90%
intermediate structure
K2CO3, Me2SO4
Acetone
Reflux, 2 h, 90%
intermediate structure
KOH
EtOH
RT, 24 h
intermediate structure
SOCl2
DMF, PhH
Reflux, 3 h
intermediate structure
BF3.OEt2
CH2Cl2
RT to reflux, ON, 77% (3 steps)
intermediate structure
K2Cr2O7
AcOH
RT, 2.5 h, 58%
intermediate structure
LiI
MeCOt-Bu
Reflux, 5 h, 80%
intermediate structure