1. NMR Data of Compounds 1–6 (δ in ppm).
| 1
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2
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3
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4
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5
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6
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|---|---|---|---|---|---|---|---|---|---|---|---|---|
| no. | δC | δH mult. (J in Hz) | δC | δH mult. (J in Hz) | δC | δH mult. (J in Hz) | δC | δH mult. (J in Hz) | δC | δH mult. (J in Hz) | δC | δH mult. (J in Hz) |
| 1 | 35.7 | 2.91 m | 35.9 | 2.92 m | 34.7 | 2.89 m | 33.8 | 2.83 m | 34.9 | 2.99 m | 34.3 | 2.86 m |
| 1.55 m | 1.86 m | 1.51 m | 1.72 m | 1.85 m | 1.79 m | |||||||
| 2 | 34.7 | 2.58 m | 34.5 | 2.65 m | 34.5 | 2.59 m | 34.2 | 2.69 m | 34.5 | 2.71 m | 37.5 | 2.62 m |
| 2.42 m | 2.42 m | 2.47 m | 2.48 m | 2.42 m | 2.49 m | |||||||
| 3 | 220.3 | 220.6 | 219.1 | 218.1 | 218.4 | 217.6 | ||||||
| 4 | 50.2 | 50.1 | 50.4 | 50.3 | 50.0 | 53.4 | ||||||
| 5 | 49.3 | 1.80 dd (14.0, 1.9) | 48.9 | 1.94 dd (13.9, 2.0) | 49.3 | 1.81 dd (14.2, 1.9) | 51.6 | 2.45 dd (14.1, 1.9) | 49.8 | 2.42 dd (15.2, 3.1) | 45.2 | 2.89 dd (12.9, 2.4) |
| 6 | 27.0 | 2.18 m | 27.1 | 2.13 m | 27.2 | 2.24 m | 36.9 | 2.57 m | 36.4 | 2.60 m | 37.9 | 2.77 m |
| 1.56 m | 1.53 m | 1.66 m | 2.72 dd (14.1, 8.9) | 2.55 dd (14.8, 3.1) | 2.38 dd (13.1, 2.4) | |||||||
| 7 | 66.3 | 4.83 dd (9.6, 7.5) | 66.2 | 4.84 dd (9.4, 7.7) | 65.9 | 4.94 dd (9.4, 7.7) | 198.2 | 4.83 dd (9.6, 7.5) | 204.1 | 201.6 | ||
| 8 | 158.0 | 160.8 | 161.3 | 147.6 | 151.1 | 148.1 | ||||||
| 9 | 140.8 | 138.8 | 142.2 | 148.6 | 152.5 | 151.5 | ||||||
| 10 | 38.0 | 38.1 | 37.9 | 38.9 | 38.9 | 40.5 | ||||||
| 11 | 197.8 | 201.1 | 189.3 | 201.9 | 201.3 | 201.3 | ||||||
| 12 | 50.3 | 2.75 s | 78.9 | 3.82 s | 197.6 | 77.9 | 4.52 s | 52.0 | 2.81 d (16.8) | 50.0 | 3.10 d (15.9) | |
| 2.59 d (16.8) | 2.76 d (15.9) | |||||||||||
| 13 | 45.0 | 46.7 | 61.8 | 49.4 | 47.7 | 45.1 | ||||||
| 14 | 59.4 | 58.7 | 61.9 | 58.0 | 52.8 | 58.7 | ||||||
| 15 | 218.1 | 218.4 | 215.2 | 206.5 | 72.3 | 4.28 dd (9.2, 6.1) | 210.4 | |||||
| 16 | 41.4 | 2.75 dd (19.4, 8.1) | 41.5 | 2.79 dd (19.4, 8.6) | 41.2 | 2.85 dd (19.8, 8.6) | 37.5 | 2.72 dd (18.3, 8.3) | 36.4 | 2.58 m | 41.0 | 2.91 dd (18.3, 9.7) |
| 2.08 dd (19.4, 9.7) | 2.11 dd (19.4, 9.8) | 2.15 dd (19.8, 10.0) | 2.01 dd (18.3, 8.1) | 1.92 m | 1.87 dd (18.3, 8.1) | |||||||
| 17 | 46.4 | 1.99 m | 39.2 | 2.69 m | 39.6 | 2.66 m | 45.8 | 2.59 m | 48.4 | 1.82 m | 46.1 | 2.28 m |
| 18 | 18.0 | 1.00 s | 18.5 | 0.98 s | 14.2 | 1.29 s | 10.9 | 0.66 s | 17.6 | 0.86 s | 16.4 | 0.89 s |
| 19 | 19.3 | 1.21 s | 19.9 | 1.12 s | 18.8 | 1.33 s | 19.5 | 1.38 s | 18.2 | 1.27 s | 18.8 | 1.34 s |
| 20 | 35.7 | 2.01 m | 35.9 | 1.58 m | 36.3 | 1.46 m | 33.0 | 1.70 m | 36.0 | 1.39 m | 36.9 | 1.58 m |
| 21 | 18.3 | 1.02 d (6.5) | 17.2 | 1.11 d (6.5) | 18.3 | 1.01 d (6.5) | 20.4 | 1.16 d (6.5) | 18.6 | 0.89 d (6.5) | 18.9 | 1.05 d (6.5) |
| 22 | 34.6 | 1.65 m | 34.6 | 1.53 m | 34.3 | 1.51 m | 34.0 | 1.54 m | 34.5 | 1.55 m | 35.6 | 1.55 m |
| 1.45 m | 1.21 m | 1.34 m | 1.18 m | 1.21 m | 1.29 m | |||||||
| 23 | 25.8 | 2.28 m | 25.9 | 2.31 m | 26.1 | 2.33 m | 26.7 | 2.28 m | 25.8 | 2.34 m | 26.4 | 2.32 m |
| 2.15 m | 2.16 m | 2.16 m | 2.15 m | 2.11 m | 2.20 m | |||||||
| 24 | 144.2 | 6.84 t (7.3) | 144.7 | 6.87 t (7.3) | 144.2 | 6.84 t (7.3) | 144.6 | 6.85 t (7.3) | 144.7 | 6.85 t (7.3) | 143.8 | 6.79 t (7.3) |
| 25 | 127.5 | 127.3 | 127.5 | 127.2 | 127.3 | 129.1 | ||||||
| 26 | 172.1 | 172.1 | 171.5 | 172.0 | 172.4 | 171.6 | ||||||
| 27 | 12.3 | 1.85 s | 12.3 | 1.86 s | 12.3 | 1.86 s | 12.2 | 1.83 s | 12.2 | 1.83 s | 12.4 | 1.84 s |
| 28 | 22.2 | 1.33 s | 22.3 | 1.34 s | 22.2 | 1.32 s | 22.7 | 1.31 s | 22.7 | 1.31 s | 17.2 | 1.01 s |
| 29 | 65.7 | 4.08 d (11.3) | 65.6 | 4.07 d (11.3) | 65.5 | 4.05 d (11.3) | 65.5 | 3.99 d (11.3) | 65.4 | 3.98 d (11.3) | 68.5 | 3.50 d (10.8) |
| 3.44 d (11.3) | 3.44 d (11.3) | 3.49 d (11.3) | 3.47 d (11.3) | 3.47 d (11.3) | 3.39 d (10.8) | |||||||
| 30 | 24.9 | 1.34 s | 27.1 | 1.35 s | 27.5 | 1.27 s | 20.1 | 1.75 s | 20.6 | 1.19 s | 21.1 | 1.70 s |
1H NMR (500 MHz) and 13C NMR (125 MHz) spectral data were measured in CDCl3.
1H NMR (500 MHz) and 13C NMR (125 MHz) spectral data were measured in CD3OD.