Dissertation Martin Krause.pdf - KLUEDO - Universität Kaiserslautern

9c: Ausbeute: 81.7 mg (93.0 µmol, 62 % d.Th.).
Smp.: 59-69 °C.
20 19
O
18
17
16 11
O
5 6
O
3 2
7
O
10
9
8
O
12
4 1
O
O
1 H NMR (600 MHz, [D6]Aceton, 25°C)
δ = 3.66 (sbr, 16H, H-(14+15)), 3.81 – 3.82 (m, 8H, H-(13)), 3.99 – 4.02 (m, 4H, H-(12)), 4.07 – 4.08
(m, 4H, H-(12)), 6.90 – 6.92 (m, 2H, H-(5)), 7.03 – 7.07 (m, 6H, H-(7+8+11)), 7.41 (m, 1H, H-(4)),
7.45 (d, 2H, 3 J(H,H) = 10.9 Hz, H-(3),), 7.52 (q, 4H, 3 J(H,H) = 11.5 Hz, H-(19)), 7.66 (t, 2H, 3 J(H,H)
= 8.8 Hz, H-(20)), 7.76 (d, 1H, 3 J(H,H) = 11.6 Hz, H-(1)), 8.10 (d, 4H, 3 J(H,H) = 10.3 Hz, H-(18)).
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), 77.9 (C-5), 113.9 (C-11) 114.6
(C-8), 120.8 + 120.9 (C-7), 125.5 + 156.0 (C-3), 126.9 + 127.0 (C-1), 129.6 (C-19), 130.3 (C-18),
131.2 (C-17), 134.1 + 134.2(C-6), 134.3 +134.4 (C-20), 142.3 + 142.4 (C-2), 150.0 + 150.1 (C-9),
150.2 (C-10), 165.8 (C-16).
MS (ESITOF, positive mode): m/z (%): 901.2 (90 %) [M+Na + ], 917.2 (100%) [M+K + ].
IR (KBr, cm -1 ): 2866, 1718, 1516, 1450, 1262, 1140, 1108, 713.
Elementaranalyse: berechnet (%) für C50H66O14·H2O: C 66.95, H 6.29;
gefunden: C 67.22, H 6.17.
76
O
O
O
O
O
13
O
O
15
14