Sharp R-120DW Manuale Utente Pagina 247

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Vedere la pagina 246
11 Experimenteller Teil
223
11.10.2.1 Herstellung von (S)-1-Cyclopropylethyl-2-((S)-2-(2-(3,5-
difluorphenyl)acetamid)propanamid)-2-phenylacetat (149)
1
2
F
F
3
H
N
O
N
H
O
O
O
4
5
6
7
9
8
10
Ausbeute: 72 mg (23%) von 149 als gelbes Öl (1:1 Gemisch der Diastereomere)
1
H-NMR (300 MHz, CDCl
3
):
δ
= 7.35–7.26 (m, 5H, 4-H, 5-H, 6-H), 6.83–6.71 (m, 3H,
1-H, 2-H), 5.46 (
dd, 1H, αPhg-H, J = 6.9, 5.8 Hz), 4.62–4.47 (m, 1H, αAla-CH), 4.24-
4.11 (
m, 1H, 7-H), 3.55–3.47 (m, 2H, 3-H), 1.39–1.37 (m, 3H, Ala-CH
3
), 1.33–1.30
(
m, 3H, 8-H), 0.92–0.83 (m, 1H, 9-H), 0.44–0.42 (m, 2H, 10-H), 0.12 – 0.11 (m, 2H,
10-H) ppm.
MS (EI): 444 (22, M
+
), 331 (26), 127 (26), 106 (100), 44 (63).
11.10.2.2 Herstellung von (S)-Cyclopropylmethyl-2-((S)-2-(2-(3,5-
difluorphenyl)acetamid)propanamid)-2-phenylacetat (150)
1
2
F
F
3
H
N
O
N
H
O
O
O
4
5
6
7
8
9
Ausbeute: 84 mg (28%) von 150 als farbloses Öl
1
H-NMR (300 MHz, CDCl
3
):
δ
= 7.33–7.31 (m, 5H, 4-H, 5-H, 6-H), 6.83–6.70 (m, 3H,
1-CH, 2-CH), 5.52–5.44 (
m, 1H, αPhg-H), 4.61–4.51 (m, 1H, αAla-CH), 4.22–4.10
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