Synthesis of Jamtine

Structure of Jamtine

C20H25NO4

Principal investigatorNigel S. Simpkins
Publication year2003
Synthesis typeTotal
Number of steps 8 (linear)
References
Part 1 of 1
intermediate structure + intermediate structure
AcOH
Reflux
intermediate structure
Special reagent
  1. n-BuLi
  2. MeO2CCN
AcOH
-78 °C to RT, 3 h, 86%
"99:01 e.r."
intermediate structure
NaBH4
EtOH
-5 °C, , 89%
intermediate structure
Camphorsulfonic acid
PhMe
80 °C, , 69%
intermediate structure
(PhSe)2, KH
THF
50 °C
intermediate structure
Pyr, H2O2
CH2Cl2, H2O
RT, , 65% (2 steps)
intermediate structure
Me3O+BF4-, 2,6-Di-tert-butyl-4-methylpyridine
CH2Cl2
RT
intermediate structure
NaBH4
MeOH
0 °C, , 69%
intermediate structure