N
X
C
Hal
O
N
S
P Si
Natural
Products
Solvents
C
C
C
C C
C
245
5.13 Natural Products
245
H 2 N
O
–
O
NH 3
+
+
H 3 N
O
–
O
OH
O
+
H 3 N
O
–
O
OH
1.46
1.89
3.74
+
H 3 N
OH
O
OH
O
+
H 3 N
OH
O
NH 3
+
+
H 3 N
OH
O
OH
7.27
7.17
7.03
6.88
7.71
7.60
4.52
6.97
4.60
3.75
2.00
≈1.8
1.71
3.38
3.02
3.01
2.34
7.4
2.55
2.63
2.04
2.12
2.26
2.35
3.34
3.60
3.05
3.19
4.64
3.92
3 J ab 5.5
3 J bc 5.6*
3 J bd 5.6*
2 J cd -15.5
3 J ce 6.2*
3 J de 6.2*
3 J bc 7.2
3 J bd 4.7
3 J ab 5.8
3 J bc 5.6*
3 J bd 5.6*
3 J bc 8.5
3 J bd 4.5
2 J cd -15.0
3 J bc 7.8
3 J bd 5.4
2 J cd -15.0
(in TFA)
* average
(in TFA)
* average
(in TFA)
(in H 2 O, pH 7.0)
(in H 2 O, pH 7.0)
(in H 2 O, pH 7.0)
(in H 2 O, pH 7.0)
c
d
c
d
c
d
c
d
c
d
a
a
a
a
b
b
b
f
g
h
b
b
+
H 3 N
OH
O
O
OH
7.73
4.76
3.55
3 J ab 5.1
3 J bc 4.7
(in TFA)
a
b
c
+
H 3 N
O
–
O
O
OH
3.89
2.66
2.80
3 J bc 8.8
3 J bd 3.8
2 J cd -17.5
b
c
d
e
e