Proton NMR data for the reference compounds9through13
400 MHz, 600 MHz, DMSO-d6, 1H, 1H,H-COSY.
Proton | 9 | 10 | 11 | 12 | 13 | ||||
|---|---|---|---|---|---|---|---|---|---|
| δ (ppm) | |||||||||
| CHNH | 8.32 (1H, d) | 8.32 (2H, d) | 8.32 (1H, d) | 8.53/8.50 (1H, d) | 8.54/8.52 (1H, d) | ||||
| H-4 | 7.68 (1H, d) | 7.67 (1H, d) | 7.65 (1H, —a) | 7.13/7.12 (1H, —a) | 7.69/7.68 (1H, d) | ||||
| H-3 | 7.06 (1H, dd) | 7.03 (1H, dd) | 7.04 (1H, dd) | 7.73/7.72 (1H, —a) | 7.10 (1H, m) | ||||
| H-1 | 6.84 (1H, d) | 6.81 (1H, d) | 6.83 (1H, d) | 6.96/6.95 (1H, —a) | 6.94 (1H, —a) | ||||
| CHNH | 4.39 (1H, m) | 4.39 (2H, m) | 4.39 (1H, m) | 4.59/4.48 (1H, —a) | 4.59/4.47 (1H, —a) | ||||
| NCH3 | 3.88 (3H, s) | 3.87 (3H, s) | 3.87 (3H, s) | 3.89 (3H, s) | 3.88 (3H, s) | ||||
| SOCH2CH2 | - | 3.85 (2H, —a) | 3.82 (2H, —a) | ||||||
| CH2Cl | 3.76 (2H, —a) | 3.77 (2H, —a) | |||||||
| CH2CH2Cl | 3.76 (2H, —a) | 3.77 (2H, —a) | |||||||
| N-Acetyl-Cys SCH2CH2 | 3.62 (2H, —a) | 3.58 (4H, t) | 3.57 (2H, —a) | ||||||
| CH2OH | 3.55 (2H, —a) | 3.57 (2H, —a) | |||||||
| CH2CH2OH | 3.48 (2H, —a) | 3.50 (2H, —a) | |||||||
| SOCH2CH2 | 3.13/3.02; 2.87 (2H, —a) | 3.15/3.01; 2.98 (2H, —a) | |||||||
| Het-CH2 | 3.14 (2H, t) | 3.13 (2H, t) | 3.12 (2H, t) | 3.14 (2H, t) | 3.11 (2H, t) | ||||
| CH2CHNH | 2.97/2.79 (2H, —a) | 2.96/2.80 (4H, —a) | 2.96/2.79 (2H, —a) | 3.30/3.02; 3.12 (2H, —a) | 3.30/3.02; 3.11 (2H, —a) | ||||
| N-Acetyl-Cys SCH2CH2 | 2.72 (2H, —a) | 2.71 (4H, t) | 2.71 (2H, t) | ||||||
| CH2CH2COOH | 2.40 (2H, t) | 2.40 (2H, t) | 2.39 (2H, t) | 2.39 (2H, t) | 2.39 (2H, t) | ||||
| CH2CH2COOH | 2.00 (2H, m) | 1.99 (2H, m) | 1.99 (2H, m) | 1.99 (2H, m) | 1.99 (2H, m) | ||||
| CH3CO | 1.85 (3H, s) | 1.84 (6H, s) | 1.85 (3H, s) | 1.83/1.81 (3H, s) | 1.83/1.81 (3H, s) | ||||
Cys, cysteine; Het, heterocyclic; br, broad; splitting patterns denoted as s, singlet; d, doublet; dd, double doublet; t, triplet; m, multiplet.
↵ a Not assigned either due to broadening or signal overlapping.