Synthesis of Morphine

C17H19NO3
Principal investigator | Larry E. Overman |
---|---|
Publication year | 1993 |
Synthesis type | Formal |
Number of steps | 20 (3 parts) |
References |
Part 1 of 3


PhNCO
93%


TsOH
Acetone
78% (2 steps)

- n-BuLi
- CuI(PPh3)2
- PhMe2SiLi
THF
-30 °C, 81%

TsOH
MeOH

NaIO4

NaBH3CN,
DBSNH2
82% (3 steps)

Part 2 of 3

- n-BuLi
- I2

HCl
H2O
80% (2 steps)

BnBr,
K2CO3
97%



Part 3 of 3
+




EtSH,
BF3.OEt2
79%



H2,
CH2O,
Pd(OH)2
80%

Remaining...
37% (5 steps)
"See : Heterocycles 1977, 6, 1157; J. Med. Chem. 1977, 20, 164."
