Synthesis of Sphingosine
C18H37NO2
Principal investigator | Lanny S. Liebeskind |
---|---|
Publication year | 2007 |
Synthesis type | Total |
Number of steps | 7 (3 parts) |
References |
Part 1 of 3
DCC,
HOBt,
PhSH
EtOAc
0 °C to RT, 16 h, 89%
DMAP,
TBSCl,
N-Methylmorpholine
DMF
0 °C to RT, 30 min, 99%
Part 2 of 3
- HBBr2.Me2S
- H2O
CH2Cl2
0 °C to RT, 7 h, 77%
Part 3 of 3
+
Li(Ot-Bu)3AlH
EtOH
-78 °C, 2 h, 96%
HCl
H2O, MeOH
0 °C to RT, 30 min, 99%
CF3CO2H
CH2Cl2
0 °C to RT, 30 min, 90%