Synthesis of Isodityrosine

C18H20N2O6
Principal investigator | Michael E. Jung |
---|---|
Publication year | 1999 |
Synthesis type | Total |
Number of steps | 14 (3 parts) |
References |
Part 1 of 3

Et3N,
Boc2O
Dioxane , H2O
0 °C to RT, 18.5 h, 92%




NH3
MeOH
RT, 80 min, 78% (2 steps)

BnBr,
NaHCO3
DMF
RT, 18 h, 76%

Part 2 of 3

SOCl2
MeOH
-10 °C to Reflux, 3 h

Et3N,
Boc2O
Dioxane , H2O
0 °C to RT, 18 h, 91% (2 steps)


HN(CH2CH2OH)2
EtOH, i-PrOH
RT, 72 h, 58%

HCl
H2O, THF
RT, 30 min, 89%

Part 3 of 3
+



H2,
Pd/C
1 atm
THF
RT, 18 h

HCl
H2O
65 °C, 6 h, 92% (2 steps)
