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Named reactions

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Search synthesis

Glycyrol

Chemical structure of Glycyrol
C21H18O6
Author Hak Sung Kim
Publication year 2008
Synthesis type Total synthesis
Number of steps 12 (3 parts)
Reference

Browse hundreds of other total syntheses.

Part 1 of 3
Chemical structure
MeOCH2Cl, i-Pr2NEt
CH2Cl2
0 °C, 60 min
Chemical structure
Me2SO4, K2CO3
Acetone
80 °C, 60 min, 90 % (2 steps)

See the Williamson Ether Synthesis
Chemical structure
I2
MeOH
RT, 2 h, 66 %
Chemical structure
+
Chemical structure
K2CO3
Acetone
Reflux, 8 h, 66 %

See the Williamson Ether Synthesis
Chemical structure
PhNEt2
Reflux, 60 min, 64 %

See the Claisen Rearrangement
See the Cope Rearrangement
Chemical structure
EtOCO2Et, NaH
0 °C to Reflux, 5 h, 68 %
Chemical structure

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Part 2 of 3
Chemical structure
BnBr, K2CO3
Acetone
RT, 6 h, 95 %

See the Williamson Ether Synthesis
Chemical structure
NaBO3.4H2O
AcOH
40-45 °C, 8.5 h, 100 %
Chemical structure

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Part 3 of 3
Chemical structure
+
Chemical structure
Na2CO3
H2O
RT, 2.5 h
Chemical structure
DMF
Reflux, 60 min, 87 % (2 steps)

See the Smiles Rearrangement
Chemical structure
Pd(OAc)2, Et3N
PhMe
Reflux, 6 h, 87 %

See the Heck Coupling
Chemical structure
AlCl3
CH2Cl2, PhNMe2
0 to 50 °C, 30 min, 68 %
Chemical structure

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