TABLE 4.
1H and 13C NMR data for acetylated-dibekacin in D2O at 25°C
| Substructural unit | δC (ppm) | δH (ppm) | Proton multiplicity,a J(Hi, Hj) (Hz) | HMBCb |
|---|---|---|---|---|
| CH-1′ | 101.28 | 5.350 | d, 3.3 | 3′, 5′, 4 |
| CH-2′ | 52.32 | 2.866 | dt, 12.2, 3.6 | 1′, 3′ |
| CH2-3′ | 27.74 | 1.579 | ddd, 3.7, 12.9, 13.1 | 1′, 2′, 4′, 5′ |
| 1.738 | m | |||
| CH2-4′ | 29.57 | 1.441 | ddd, 2.8, 12.4, 13.2 | 3′, 6′ |
| 1.714 | m | |||
| CH-5′ | 71.55 | 3.752 | m, ΣJ = 26.5 | 1′, 4′, 6′ |
| CH2-6′ | 47.00 | 2.747 | dd, 6.1, 13.4 | 4′, 5′ |
| 2.783 | dd, 4.6, 13.4 | |||
| CH-1 | 53.04 | 2.961 | ddd, 4.2, 9.9, 12.3 | 2, 3, 5, 6 |
| CH2-2 | 36.80 | 1.397 | ddd, 12.7, 13.3, 13.3 | 1, 3, 4, 6 |
| 1.958 | dt, 4.2, 4.2, 13.1 | |||
| CH-3 | 50.93 | 3.938 | m | 1 |
| CH-4 | 82.54 | 3.561 | t, 9.2 | 1′, 2, 3, 5, 6 |
| CH-5 | 78.03 | 3.699 | t, 9.2 | 1, 3, 4, 6 |
| CH-6 | 90.26 | 3.268 | t, 9.6 | 1, 2, 5, 1″ |
| CH-1″ | 102.74 | 5.062 | d, 4.0 | 6, 3″, 5″ |
| CH-2″ | 74.47 | 3.523 | dd, 3.9, 10.4 | 3″ |
| CH-3″ | 56.88 | 3.031 | t, 10.0 | 1″, 2″, 4″, 5″ |
| CH-4″ | 71.93 | 3.347 | t, 10.0 | 2″, 3″, 5″, 6″ |
| CH-5″ | 74.81 | 3.929 | m | 1″, 3″, 4″, 6″ |
| CH-6″ | 62.98 | 3.787 | m | 4″ |
| Ac-methyl | 24.96 | 2.007 | s | |
| Ac-carbonyl | 170.13 | 3, Ac-methyl | ||
| NHAc | 132.62c | 2, 3, 4, Ac |
a
Due to numerous overlaps of several proton signals, the values of coupling constants or ΣJ could not be always extracted. d, doublet; dd, doublet of doublet; ddd, doublet of doublet of doublet; dt, doublet of triplet; m, multiplet; s, singlet; t, triplet.
b
HMBC correlations, optimized for 6 Hz, are to carbons/nitrogens from the indicated protons. Ac, acetyl.
c
15N chemical shift values.