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. 2025 Jun 4;10(23):24740–24755. doi: 10.1021/acsomega.5c01716

1. NMR Data of Compounds 16 (δ in ppm).

  1
2
3
4
5
6
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
a

1H NMR (500 MHz) and 13C NMR (125 MHz) spectral data were measured in CDCl3.

b

1H NMR (500 MHz) and 13C NMR (125 MHz) spectral data were measured in CD3OD.