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Named reactions

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Dibromophakellstatin

Chemical structure of Dibromophakellstatin
C11H10Br2N4O2
Author Daniel Romo
Publication year 2003
Synthesis type Total synthesis
Number of steps 16 (linear)
References

Browse hundreds of other total syntheses.

Part 1 of 1
Chemical structure
  1. TMS2NK
  2. ClCO2Bn
THF
-78 °C, 6 h, 70%

Selectivity : 92:08 dr
See the Claisen Condensation
Chemical structure
  1. TMS2NK
  2. PhSeBr
THF
-78 °C, 55 min, 73%

Selectivity : 64:36 dr
Chemical structure
DMDO
CH2Cl2
-78 to 0 °C, 2 h, 93%
Chemical structure
SeO2
Dioxane
Reflux, 12 h, 65%
Chemical structure
NaBH4
MeOH
-40 °C, 15 min, 88%
Chemical structure
KOt-Bu
t-BuOH
RT, ON
Chemical structure
Ac2O, Pyr
CH2Cl2
RT, ON, 58% (2 steps)
Chemical structure
H2, Pd/C
1 atm
EtOAc, EtOH
RT, 30 min
Chemical structure
COCl2, BnOC(O)NHOH, DMAP
CH2Cl2, DMF
0 °C to RT, ON, 77% (2 steps)
Chemical structure
NH3
MeOH
0 °C, 30 min, 90%
Chemical structure
DIAD, Ph3P
THF
RT to Reflux, 3 h

See the Mitsunobu Reaction
Chemical structure
NH3
MeOH
0 °C, 5 min
Chemical structure
TiCl3, KOAc
THF, H2O
23 °C, 53% (3 steps)
Chemical structure
PhI(O2CCF3)2, Pyr
Dark
MeCN
RT, 3 h

See the Hofmann Rearrangement
Chemical structure
H2, Pd/C
1 atm
MeOH
RT, 60 min, 50% (2 steps)
Chemical structure
NBS
THF
RT, 60 min, 69%
Chemical structure

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