Biomedical Engineering Reference
In-Depth Information
TABLE 5.11 Synthesis of a Tetrahydronaphthylamide Library (39)
Entry
R (40)
Yield (%)
a
dr
b
Purity
c
1
i
-Pr
52
3 : 1
100
2
HC
=
CHMe
59
3 : 1
92
3
MeOCH
2
34
3 : 1
100
4
PhOCH
2
73
3 : 1
100
5
BnOCH
2
39
4 : 1
100
6
4-OMe-Bn
41
3 : 1
100
7
Bn
34
3:1
100
8
4-F-Bn
50
3 : 1
100
9
Ph(CH
2
)
2
54
3 : 1
100
10
4-CF
3
-Ph
28
3 : 1
100
a
Isolated yield.
b
Syn : anti.
c
UV 214 nM.
SCHEME 5.15
Bicyclic amide formation from
36a
. (Adapted from [18], with permission;
copyright
C
2009 American Chemical Society.)
