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Named reactions

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Eudistomin C

Chemical structure of Eudistomin_C
C14H16BrN3O2S
Author Tohru Fukuyama
Publication year 2005
Synthesis type Total synthesis
Number of steps 18 (linear)
Reference

Browse hundreds of other total syntheses.

Part 1 of 1
Chemical structure
  1. NaNO2, H2SO4
  2. KI
MeCN, H2O
0 °C to RT, 15 min

See the Sandmeyer Reaction
Chemical structure
Fe, FeCl2, HCl
EtOH, H2O
80 °C, 2 h
Chemical structure
(CF3CO)2O, Pyr
CH2Cl2
0 °C, 62% (3 steps)
Chemical structure + Chemical structure
Ph3P, DEAD
PhH
5 °C to RT, 15 min, 90%

See the Mitsunobu Reaction
Chemical structure
Pd(OAc)2, Et3N, Et3NBn+ Cl-
DMF
80 °C, 30 min, 66%

See the Heck Coupling
Chemical structure
Boc2O, DMAP
CH2Cl2
RT, 20 min, 100%
Chemical structure
Camphorsulfonic acid
MeOH, CH2Cl2
RT, 30 min, 97%
Chemical structure + Chemical structure
Ph3P, DEAD
PhH
5 °C to RT, 15 min, 100%

See the Mitsunobu Reaction
Chemical structure
Me2S
CF3CO2H, CH2Cl2
RT, 30 min, 97%
Chemical structure
K2CO3, PhSH
DMF
RT, 45 min, 94%
Chemical structure + Chemical structure
Cl2CHCO2H
PhMe
0 °C, 15 min, 100%

Selectivity : 92:08
See the Pictet-Spengler Reaction
Chemical structure
  1. n-BuLi
  2. ClCO2CH(Cl)CH3
THF
-78 °C to RT, 45 min, 89%
Chemical structure
SO2Cl2
CH2Cl2
-78 °C to RT, 35 min
Chemical structure
i-Pr2NEt, AcSH
CH2Cl2
RT, 95% (2 steps)
Chemical structure
AcOH
THF, H2O
80 °C, 15 min, 61%
Chemical structure
MsCl, i-Pr2NEt
CH2Cl2
0 °C, 5 min, 98%
Chemical structure
K2CO3
MeOH
80 °C, 15 min, 65%
Chemical structure
BBr3
CH2Cl2
-78 °C to RT, 2.5 h, 78%
Chemical structure

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