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Named reactions

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Search synthesis

Oseltamivir

Chemical structure of Oseltamivir
C16H28N2O4
Author Tohru Fukuyama
Publication year 2007
Synthesis type Total synthesis
Number of steps 14 (linear)
Reference

Browse hundreds of other total syntheses.

Part 1 of 1
Chemical structure
ClCO2Bn, NaBH4
MeOH
-47 to 0 °C, 50 min
Chemical structure
Reagent structure
Acrolein
MeCN, H2O
RT, 14 h

Selectivity : >99:01 er
See the Diels-Alder Reaction
Chemical structure
NaClO2, NaH2PO4, 2-Methyl-2-butene
t-BuOH, H2O
0 °C to RT, 70 min

See the Pinnick-Lindgren Oxidation
Chemical structure
Br2, NaHCO3
CH2Cl2, H2O
RT, 26% (4 steps)
Chemical structure
H2, Pd/C, Boc2O
1 atm
EtOH, THF
RT, 2 h, 92%
Chemical structure
RuO2, NaIO4
DCE, H2O
80 °C, 3.5 h, 86%
Chemical structure
NH3
t-BuOH, THF
0 °C, 2.5 h, 95%
Chemical structure
MsCl, Et3N
CH2Cl2
RT, 40 min, 91%
Chemical structure
AllylOH, PhI(OAc)2
4 Å MS
DCE
60 °C, 11 h, 88%

See the Hofmann Rearrangement
Chemical structure
NaOEt
EtOH
0 °C, 87%
Chemical structure
3-Pentanol, BF3.OEt2
-20 °C, 50 min, 62%
Chemical structure
CF3CO2H
CH2Cl2
0 °C to RT, 3 h
Chemical structure
Ac2O
Pyr
RT, 60 min, 72% (2 steps)
Chemical structure
Pd/C, Ph3P, Dimethylbarbituric acid
EtOH
Reflux, 60 min, 76%
Chemical structure

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