Synthese und Transformationen chiraler 2,3 ...

V. Experimenteller Teil 117871116 17OHC 4 313 N12 14625 N 19 1015O98765(ppm)4321Abb. V-21 H-NMR (CDCl 3 , 400 MHz): δ [ppm] = 9.11 (s, 1 H, CHO), 6.14 (s, 1 H, CH-17), 5,65 (s, 1H, CH-17), 2.94 (s, 3 H, NCH 3 ), 1.02 - 2.05 (m, 9 H, Menthyl CH, CH 2 ), 1.00 (d, 3 H,3 J = 6.1 Hz, CH 3 -11), 0.91 (d, 3 H, 3 J = 7.0 Hz, CH 3 -13/14), 0.72 (d, 3 H, 3 J = 6.7 Hz,CH 3 -13/14).13 C-NMR (CDCl 3 , 100 MHz): δ [ppm] = 162.4 ( C-2), 159.6 (C-16), 134.4 (C-3), 101.4(C-17), 81.8 (C-5), 46.6 (C-6), 43.9 (C-10), 33.7 (C-8), 28.7 (C-9), 25.5 (C-15), 24.6 (C-12),23.6 (C-11), 22.9 (C-13/14), 21.6 (C-7), 17.7 (C-13/14).IR (Film in CCl 4 ): ~ ν [cm -1 ] = 2940, 2910, 2895, 2860 (ν CH aliphat.), 1700 (ν C=O,Lactam), 1640 (ν C=O, Formyl), weitere intensive Banden 1405.MS (70 eV): m/z (%) = 264 (29) [M + ], 221 (8) [M + -CO,-CH 3 ], 179 (100)[MenthylNCHCH 3 + ], 151 (46) [C 7 H 7 N 2 O 2 + ], 124 (45) [Menthyl-CH 3 + ].