Synthesis of Tjipanazole E

Structure of Tjipanazole E

C24H20Cl2N2O5

Principal investigatorJeffrey T. Kuethe
Publication year2003
Synthesis typeTotal
Number of steps 6 (linear)
References
Org. Lett. 2003, 5, 3721.
Part 1 of 1
intermediate structure
DMAP, Boc2O
THF
RT, 3 h, 100%
intermediate structure + intermediate structure
  1. n-Bu4N+ F-
  2. (CF3CO)2O
  3. DBU
THF
RT to 60 °C, 105 min, 33%
See the Peterson Olefination
intermediate structure
P(OEt)3
155 °C, 2 h, 68%
See the Cadogan-Sundberg Indole Synthesis
intermediate structure
CH(EtO)2CH2NMe2
AcOH
Reflux, 105 min, 71%
intermediate structure + intermediate structure
Aliquat 336, KOH
H2O, MTBE
RT, 12 h, 89%
intermediate structure
H2, Pd(OH)2
1 atm
H2O
RT, 2 h, 87%
intermediate structure
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