Synthesis of Oseltamivir

C16H28N2O4
Principal investigator | Elias J. Corey |
---|---|
Publication year | 2006 |
Synthesis type | Total |
Number of steps | 12 (linear) |
References |
Part 1 of 1
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NH3
CF3CH2OH
40 °C, 5 h, 100%

TMSOTf,
Et3N
Pentane
0 °C to RT, 2 h

I2
Et2O, THF
0 °C, 3 h, 84% (2 steps)

Boc2O,
Et3N,
DMAP
CH2Cl2
RT, 4 h, 99%

DBU
THF
Reflux, 12 h, 96%


Cs2CO3
EtOH
RT, 25 min, 100%

N-Bromoacetamide,
SnBr4
MeCN
-40 °C, 4 h, 75%

n-Bu4N+ Br-,
TMS2NK
DME
-20 °C, 10 min, 82%

Cu(OTf)2,
3-Pentanol
0 °C, 12 h, 61%

H3PO4
EtOH
