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Named reactions

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Search synthesis

Streptonigrone

Chemical structure of Streptonigrone
C24H22N4O7
Author Marco A. Ciufolini
Publication year 2007
Synthesis type Total synthesis
Number of steps 19 (linear)
Reference

Browse hundreds of other total syntheses.

Part 1 of 1
Chemical structure
+
Chemical structure
MeOH
Reflux, 15 h, 58 %
Chemical structure
Ph2O
Reflux, 2 h, 86 %

See the Conrad-Limpach Synthesis
Chemical structure
POCl3
PhH
RT, 24 h, 88 %
Chemical structure
H2, Pd/C, Et3N
EtOAc
RT, 45 min, 100 %
Chemical structure
NaH, EtOAc
PhMe
110 °C, 15 h

See the Claisen Condensation
Chemical structure
HCl
Dioxane , H2O
70 °C, 15 h, 78 % (2 steps)
Chemical structure
+
Chemical structure
NaOH
EtOH, H2O
RT, 15 h, 83 %

See the Claisen-Schmidt Condensation
Chemical structure
+
Chemical structure
KOt-Bu
DMSO
RT to 100 °C, 10 h, 60 %

See the Michael Addition
Chemical structure
ICl, K2CO3
DMF
RT, 16 h
Chemical structure
BnCl, Ag2CO3
PhH
RT, 3 d, 36 % (2 steps)
Chemical structure
  1. n-BuLi
  2. CO2
THF
-78 °C to RT, 30 min
Chemical structure
(PhO)2P(O)N3, Et3N
THF
Reflux, 15 h

See the Curtius Rearrangement
Chemical structure
LiOH
THF, H2O
RT, 60 min
Chemical structure
BnOCH2Cl, NaHCO3
THF
0 °C to RT, 18 h, 37 % (4 steps)
Chemical structure
(NH4)2Ce(NO3)6
MeCN, H2O
0 °C, 45 min, 93 %
Chemical structure
ICl, NaN3
MeCN
-10 °C to RT, 4 h
Chemical structure
NaN3
THF, H2O
RT, 15 h
Chemical structure
Na2S2O4
MeOH, H2O
Reflux, 4 h, 40 % (3 steps)
Chemical structure
TMSI
MeCN
RT to 55 °C, 3.5 h, 67 %
Chemical structure

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