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%
