N
X
C
Hal
O
N
S
P Si
Natural
Products
Solvents
C
C
C
C C
C
247
5.13 Natural Products
247
5.13.2 Carbohydrates
Chemical Shifts and Coupling Constants (δ in ppm, J in Hz)
O
HO
OH
H
HO
H
H
H
H
H
OH
O
HO
OH
H
HO
OH
H
H
H
H
H
4.58
5.20
3.52
≈3.7
≈3.7
≈3.7
≈3.7
3.23
3.43
3.61
3.93
3.32
(in D 2 O)
(in D 2 O)
HO
OH
HO
OH
H
H
H
H
H
H
OH
HO
b
a
c
d
f
g
h
e
D 2 O DMSO
a
4.55
b 4.07
3.72
c 3.54
3.14
d
4.51
e 3.64
3.37
f
4.46
g 3.27
2.93
h
4.31
N
H
NH 3
+
O
O
–
N
H
NH 3
+
O
OH
c
d
c
d
3 J bc 4.0
3 J bd 8.0
2 J cd -15.5
3 J bc 4.9
3 J bd 10.4
2 J cd -15.4
3.79
3.57
3.29
3.47
7.25
7.05 4.71
4.05
7.72
7.27
7.19
7.53
7.26
a
b
b
(in TFA)
(in H 2 O, pH 7.0)
X
C
Hal
O
N
S
P Si
Natural
Products
Solvents
C
C
C
C C
C
247
5.13 Natural Products
247
5.13.2 Carbohydrates
Chemical Shifts and Coupling Constants (δ in ppm, J in Hz)
O
HO
OH
H
HO
H
H
H
H
H
OH
O
HO
OH
H
HO
OH
H
H
H
H
H
4.58
5.20
3.52
≈3.7
≈3.7
≈3.7
≈3.7
3.23
3.43
3.61
3.93
3.32
(in D 2 O)
(in D 2 O)
HO
OH
HO
OH
H
H
H
H
H
H
OH
HO
b
a
c
d
f
g
h
e
D 2 O DMSO
a
4.55
b 4.07
3.72
c 3.54
3.14
d
4.51
e 3.64
3.37
f
4.46
g 3.27
2.93
h
4.31
N
H
NH 3
+
O
O
–
N
H
NH 3
+
O
OH
c
d
c
d
3 J bc 4.0
3 J bd 8.0
2 J cd -15.5
3 J bc 4.9
3 J bd 10.4
2 J cd -15.4
3.79
3.57
3.29
3.47
7.25
7.05 4.71
4.05
7.72
7.27
7.19
7.53
7.26
a
b
b
(in TFA)
(in H 2 O, pH 7.0)