N
X
C
O
N
S
Hal
Solvents
Natural
Products
P Si
C
C
C C
C
C
152
4 13 C NMR
152
4 13 C NMR
+
H 3 N
OH
O
S
S
NH 3
+
O
HO
Cl
–
Cl
–
+
H 3 N
O
–
O
S
S
NH 3
+
O
–
O
44.1
37.4
55.8
51.2
180.7
168.9
+
H 3 N
OH
O
SH
+
H 3 N
OH
O
HO
+
H 3 N
OH
O
OH
H 2 N
O
–
O
S
+
H 3 N
OH
O
S
+
H 3 N
O
–
O
S
H 2 N
O
–
O
SH
+
H 3 N
O
–
O
SH
H 2 N
O
–
O
HO
+
H 3 N
O
–
O
HO
H 2 N
O
–
O
OH
+
H 3 N
O
–
O
OH
66.3
30.6
29.9
34.0
66.9
68.6
20.2
20.6
20.3
56.0
57.8
60.7
57.5
56.7
59.8
54.9
53.2
55.8
61.5
62.1
60.4
25.1 55.9
62.9
32.0
61.2
25.5
(pH 1.36)
(pH 1.12)
(pH 1.75)
(pH 1.55)
(pH 5.87)
(pH 6.05)
(pH 5.14)
(pH 5.83)
(in DMSO)
(in D 2 O)
(pH 9.27)
(pH 9.28)
(pH 11.02)
(pH 9.80)
171.3
171.9
176.1
182.1
173.2
173.1
171.7
174.8
172.9
181.3
173.6
177.3
29.8
29.5
30.4
14.8
14.8
14.9
X
C
O
N
S
Hal
Solvents
Natural
Products
P Si
C
C
C C
C
C
152
4 13 C NMR
152
4 13 C NMR
+
H 3 N
OH
O
S
S
NH 3
+
O
HO
Cl
–
Cl
–
+
H 3 N
O
–
O
S
S
NH 3
+
O
–
O
44.1
37.4
55.8
51.2
180.7
168.9
+
H 3 N
OH
O
SH
+
H 3 N
OH
O
HO
+
H 3 N
OH
O
OH
H 2 N
O
–
O
S
+
H 3 N
OH
O
S
+
H 3 N
O
–
O
S
H 2 N
O
–
O
SH
+
H 3 N
O
–
O
SH
H 2 N
O
–
O
HO
+
H 3 N
O
–
O
HO
H 2 N
O
–
O
OH
+
H 3 N
O
–
O
OH
66.3
30.6
29.9
34.0
66.9
68.6
20.2
20.6
20.3
56.0
57.8
60.7
57.5
56.7
59.8
54.9
53.2
55.8
61.5
62.1
60.4
25.1 55.9
62.9
32.0
61.2
25.5
(pH 1.36)
(pH 1.12)
(pH 1.75)
(pH 1.55)
(pH 5.87)
(pH 6.05)
(pH 5.14)
(pH 5.83)
(in DMSO)
(in D 2 O)
(pH 9.27)
(pH 9.28)
(pH 11.02)
(pH 9.80)
171.3
171.9
176.1
182.1
173.2
173.1
171.7
174.8
172.9
181.3
173.6
177.3
29.8
29.5
30.4
14.8
14.8
14.9
