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. 2024 Feb 26;9(10):12228–12236. doi: 10.1021/acsomega.4c00278

Table 2. 13C NMR Data for 2ab (CDCl3, 101 MHz).

graphic file with name ao4c00278_0007.jpg

  BEAA (2a)
allo-BEAA (2b)
position natural4 synthetic biosynthetic5 synthetic
Hiv 2 units 2 units 2 units 2 units
1 C=O 169.94 or 169.24 169.96 or 169.94 or 169.91 or 169.48 or 169.44 169.78, 169.64 169.64
2 75.4 75.52, 75.48 75.64 75.63
3 29.7 29.71, 29.69 29.74, 29.70 29.75, 29.72
4 17.54 17.46, 17.43 17.43 17.48, 17.43
4′ 18.29 18.28, 18.26 18.32 18.35, 18.34
Hmp 1 unit (2R,3S) 1 unit (2R,3S) 1 unit (2R,3R) 1 unit (2R,3R)
1 C=O 169.94 or 169.24 169.96 or 169.94 or 169.91 or 169.48 or 169.44 169.61 169.92
2 74.22 74.30 74.27 74.25
3 35.81 35.84 35.62 35.62
4 24.47 24.40 24.53 24.55
5 11.31 11.30 10.63 10.63
3-Me 14.34 14.35 13.27 13.27
NMePhe 3 units 3 units 3 units 3 units
1 C=O 169.94 or 169.24 169.96 or 169.94 or 169.91 or 169.48 or 169.44 169.99, 169.94, 169.92 169.97, 169.92, 169.89
2 57.53, 57.52 57.30, 57.16 57.36, 56.64 57.35, 56.64
3 34.83, 34.68 34.79, 34.68, 34.62 34.84, 34.73, 34.62 34.87, 34.75, 34.64
4 136.64 136.60, 136.59, 136.56 136.64, 136.58, 136.48 136.66, 136.60, 136.49
5–9 128.92, 128.53, 126.76 128.86, 128.83, 128.82, 128.51, 128.45, 126.75 128.81, 126.77, 128.53 128.84, 128.82, 128.80, 128.53, 126.78
N–CH3 32.43, 32.37 32.22, 32.19 32.33, 31.86 32.35, 31.87