Synthesis of Hyrtiazepine
C20H15N3O4
Principal investigator | Kentaro Yamaguchi |
---|---|
Publication year | 2011 |
Synthesis type | Total |
Number of steps | 14 (3 parts) |
References |
Part 1 of 3
NaH,
TsCl
THF
RT, 3 h, 94%
Part 2 of 3
Imidazole,
TBSCl
DMF
RT, 30 min
NaH,
TsCl
THF
RT, 2 h
HCl
H2O, THF
Reflux, 2 h, 78 % (3 steps)
Part 3 of 3
+
PhB(OH)2,
EtCO2H
Dean-Stark
PhMe
Reflux, 24 h, 77%
MeI,
K2CO3
DMF
RT, 2 h, 75%
IBX
DMSO
RT, 2 h, 86%
KOH
MeOH, THF
Reflux, 2 h, 86%
TsCl,
Et3N
CH2Cl2
RT, 7 h, 85%
Ac2O
AcOH
80 °C, 3 h, 68%
EtI,
K2CO3
DMF
RT, 2 h, 82%
HCl
EtOH, H2O
Reflux, 20 h, 70%
BBr3
CH2Cl2
Reflux, 2 h, 80%
K2CO3
MeOH
Reflux, 3 h, 65%