Syntezy substancji leczniczych. Synteza prozacu.

1
CH3
N
H2 N(CH3)2 * HCl
O
O
O
HC H / EtOH
CH3
CH3
NaBH 4 / MeOH
* HCl
1
N
X
2
X=OH
X=Cl
DEL T
N
2 ClCOOEt
NaHCO3
Toluen
3
CH3
DEL T
O COOEt
(CO2)
(CO2 )
(CH3 Cl)
N
t-BuOH ,
N
O
N
NaOH / EtOH
COOEt
CH3
H
N
HCl
O
Cl
N2
,
CF 3
6
5
CF3
H
OH
4
O
CH3
CH3
CF3
CH3
H
* HCl
CH3
CH3
2
O
O
CH3
+
(CH2O) x
N
Cl
1. B2 H6
2. SOCl2
3-dimethyloaminopropiophenone (I)
F 3C
N
CH3
CH3
1. diborane
2. thionyl chloride
CH3
CH3
dimethylamine
paraformaldehyde
acetophenone
I
+
CH3
HN
CH3
OH
, NaOH
II
4-trifluoromethylphenol
N,N-dimethyl-3-phenyl3-chloropropylamine
F3C
F3C
1. BrCN
2. KOH
O
N
CH3
O
1. cyanogen bromide
N
H
CH3
Fluoxetine
N,N-dimethyl-3-phenyl-3(4-trifluoromethylphenoxy)propylamine (II)
CH3