Sharp R-120DW Manuale Utente Pagina 202

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11 Experimenteller Teil
178
1
H-NMR (300 MHz, DMSO-d
6
):
δ
= 11.32 (breites s, 1H, Enol), 8.51 (t, 1H, 6-NH, J =
5.9 Hz), 7.74 (
s, 1H, NH), 6.88-6.74 (m, 3H, 8-H, 9-H, 10-H), 5.96 (s, 2H, 11-H), 4.18
(d, 2H, 7-H, J = 5.9 Hz), 3.91 (
dd, 1H, 4-H, J = 2.7, 9.2 Hz), 3.41 (s, 2H, 5-H), 1.80–
1.71 (
m, 1H, 2-H), 1.51 (m, 1H, 3-H), 1.22 (m, 1H, 3-H), 0.92 (d, 3H, 1-CH
3
, J = 2.5
Hz), 0.88 (
d, 3H, CH
3
, J = 2.6 Hz) ppm.
11.4.9 Herstellung von 2-(2,5-Dihydro-4-hydroxy-5-isobutyl-2-oxo-
1H-pyrrol-3-ylthio)-N-isobutylacetamid (51)
4
N
H
HO
O
S
5
3
2
1
NH
6
O
7
8
9
Ausbeute: 34 mg (38%) von Tetramsäure 51 als gelbes Öl
1
H-NMR (300 MHz, DMSO-d
6
):
δ
= 11.24 (breites s, 1H, Enol), 8.03 (s, 1H, 6-NH),
7.72 (
s, 1H, NH), 3.88 (dd, 1H, 4-H, J = 2.8, 9.1 Hz), 3.76 (t, 2H, 7-H, J = 6.3 Hz),
3.18 (
s, 2H, 5-H), 2.44 (td, 1H, 8-H, J = 6.7, 13.4 Hz), 1.81–1.73 (m, 1H, 2-H), 1.50
(
m, 1H, 3-H), 1.25 (m, 1H, 3-H), 0.94 (d, 3H, 1-CH
3
, J = 2.5 Hz), 0.89 (d, 3H, CH
3
, J =
2.6 Hz), 0.84 (
d, 6H, J = 6.7 Hz) ppm.
11.4.10 Herstellung von 3-(4-Fluorbenzylthio)-4-hydroxy-5-isobutyl-
1H-pyrrol-2(5H)-on (52)
4
N
H
HO S
O
3
2
1
5
7
6
F
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