Dissertation Martin Krause.pdf - KLUEDO - Universität Kaiserslautern

9d: Ausbeute: 42.6 mg (43.5 µmol, 29 % d.Th.).
Smp.: 69-82 °C.
22
21
20
19
23
17
26 16 11
O
24 25
5 6
O
3 2
4 1
O
18
O
1 H NMR (600 MHz, [D6]Aceton, 25°C)
δ = 3.64 – 3.65 (m, 16H, LacCH3, H-(14 + 15)), 3.73 – 3.77 + 3.81 – 3.83 (m, 4H, H-(13)), 3.97 – 4.00
+ 4.06 – 4.07 (m, 8H, H-(12)), 6.89 – 6.93 (m, 2H, H-(5)), 7.07 – 7.12 (m, 4H, H-(7) + H-(8)), 7.19 (s,
2H, H-(11)), 7.45 (t, 1H, 3 J(H,H) = 10.7 Hz, H-(4)), 7.50 – 7.59 (m, 8H, H-(3) + H-(19) + H-(23) + H-
(24)), 7.85 (s, 1H, H-(1)), 8.00 (q, 2H, 3 J(H,H) = 7.0 Hz, H-(22)), 8.16 (t, 2H, 3 J(H,H) = 11.5 Hz, H-
(20)), 8.31 (t, 2H, 3 J(H,H) = 9.0 Hz, H-(18)), 8.85 (t, 2H, 3 J(H,H) = 10.0 Hz, H-(25)).
13 C NMR (151 MHz, [D6]Aceton, 25°C)
δ = 69.9 + 70.0 + 70.2 + 70.3 (C-14 + C-15), 71.4 (C-13), 72.1 (C-12), 78.3 (C-5), 114.1 + 114.2 (C-
11), 114.6 + 114.7 (C-8), 121.1 + 121.2 (C-7), 125.8 + 125.9 (C-3), 126.4 + 126.5 (C-1), 127.2 +
127.3 (C-19 + C-25), 127.9 + 128.0 (C-23), 128.7 + 128.8 (C-17 + C-24), 129.6 + 129.7 (C-4), 129.8
(C-22), 131.2 (C-18), 132.3 (C-26), 134.3 +134.4 (C-6), 134.5 + 134.6 (C-20), 134.9 + 135.0 (C-21),
142.4 + 142.5 (C-2), 150.2 (C-9) 150.3 (C-10), 166.8 (C-16).
MS (ESITOF, positive mode): m/z (%): 1001.3 (79%) [M+Na + ], 1017.2 (100%) [M+K + ].
IR (KBr, cm -1 ): 2923, 2862, 1717, 1508, 1450, 1265, 1237, 1194, 1130, 782.
Elementaranalyse: berechnet (%) für C58H58O14 · 0.5 H2O: C 70.50, H 6.02;
gefunden: C 70.27, H 6.26.
77
7 8
O
10
9
O
O
O
O
O
12
O
O
13
O
O
15
14