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Named reactions

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Search synthesis

Coccinelline

Chemical structure of Coccinelline
C13H23NO
Author Robert V. Stevens
Publication year 1979
Synthesis type Total synthesis
Number of steps 11 (linear)
Reference

Browse hundreds of other total syntheses.

Part 1 of 1
Chemical structure
+
Chemical structure
NaOMe
MeOH
RT, 12 h, 58 %

See the Michael Addition
Chemical structure
HC(OMe)3, TsOH
MeOH
RT, 12 h, 98 %
Chemical structure
NaCl
DMF, H2O
Reflux, 35 h, 69 %

See the Krapcho Decarboxylation
Chemical structure
NaH
DME
Reflux, 17 h

See the Claisen Condensation
Chemical structure
NaCl
DMF, H2O
Reflux, 35 h, 67 % (2 steps)

See the Krapcho Decarboxylation
Chemical structure
NH4OAc, NaBH3CN
3 Å MS
MeOH
RT, 24 h, 99 %
Chemical structure
+
Chemical structure
HCl, NaOH
H2O, Buffer (pH = 5.5)
RT, 2 d, 75 %

See the Petrenko-Kritschenko Piperidone Synthesis
Chemical structure
NaCl
DMF, H2O
Reflux, 4 h, 56 %

See the Krapcho Decarboxylation
Chemical structure
Ph3P+CH3 Br-, n-BuLi
Et2O
RT to Reflux, 90 min, 82 %

See the Wittig Reaction
Chemical structure
H2, Pd/C
1 atm
MeOH
RT, 8 h
Chemical structure
mCPBA
CH2Cl2
0 °C, 8 h, 64 % (2 steps)
Chemical structure

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