Table 3. NMR Dataa for Compounds 3–5 in MeOD-d4.
| position | 3 | 4 | 5 | |||
|---|---|---|---|---|---|---|
|
|
|
|
||||
| δC | δH (J in Hz) | δC | δH (J in Hz) | δC | δH (J in Hz) | |
| ADDA | ||||||
| 1 | 176.0 | 176.1 | 176.1 | |||
| 2 | 45.1 | 2.77 dq (10.7, 6.7) | 45.3 | 2.71 dq (10.7, 6.9) | 45.4 | 2.73 dq (10.7, 6.7) |
| 3 | 55.9 | 4.58 dd (9.3, 10.5) | 56.2 | 4.56 dd (9.1, 10.7) | 56.1 | 4.58 dd (8.9, 10.6) |
| 4 | 126.3 | 5.53 dd (8.8, 15.5) | 126.4 | 5.47 dd (9.1, 15.4) | 125.7 | 5.51 dd (8.9, 15.6) |
| 5 | 139.2 | 6.26 d (15.5) | 139.4 | 6.25 d (15.4) | 139.6 | 6.28 d (15.7) |
| 6 | 133.9 | 133.9 | 133.8 | |||
| 7 | 137.1 | 5.43 d (9.8) | 137.4 | 5.43 d (10.1) | 140.9 | 5.34 d (9.5) |
| 8 | 37.7 | 2.59 ddq (6.6, 10.0, 6.7) | 37.9 | 2.59 ddq (6.9, 10.1, 6.8) | 33.4 | 2.49 m |
| 9 | 88.5 | 3.26 m | 88.5 | 3.26 m | 40.6 | 1.68 m 1.54 m |
| 10a | 39.0 | 2.82 dd (4.8, 13.8) | 39.2 | 2.82 dd (4.7, 13.9) | 35.0 | 2.55 m |
| 10b | 2.67 dd (7.2, 14.1) | 2.67 dd (7.3, 13.9) | ||||
| 11 | 140.6 | 140.6 | 140.4 | |||
| 12 | 130.6 | 7.19 m | 130.6 | 7.19 m | 129.5 | 7.13 m |
| 13 | 129.3 | 7.25 m | 129.4 | 7.25 m | 129.4 | 7.23 m |
| 14 | 127.1 | 7.18 m | 127.3 | 7.18 m | 126.8 | 7.12 m |
| 15 | 129.3 | 7.25 m | 129.4 | 7.25 m | 129.4 | 7.23 m |
| 16 | 130.6 | 7.19 m | 130.6 | 7.19 m | 129.5 | 7.13 m |
| 17 | 16.4 | 1.04 d (6.9) | 16.6 | 1.05 d (6.9) | 16.4 | 1.05 d (6.9) |
| 18 | 13.0 | 1.61 d (1.2) | 13.2 | 1.61 d (1.2) | 13.1 | 1.67 d (1.0) |
| 19 | 16.4 | 1.01 d (6.7) | 16.7 | 1.01 d (6.8) | 21.3 | 0.98 d (6.7) |
| 20 | 58.8 | 3.24 s | 58.9 | 3.24 s | ||
| Aba | Ile | Val | ||||
| 21 | n/d | n/d | n/d | |||
| 22 | 58.3 | 4.37 d (2.4) | 54.8 | 4.34 dd (3.6, 10.5) | 58.2 | 4.44 dd (4.1, 9.6) |
| 23 | 29.4 | 2.51 m | 25.4 | 2.04 m | 30.1 | 2.44 m |
| 1.43 ddq (5.6, 10.5, 7.5) | ||||||
| 24 | 12.6 | 0.91 d (6.7) | 10.9 | 0.86 t (7.5) | 16.8 | 0.80 d (6.9) |
| 25 | 23.8 | 1.33 m | 19.8 | 0.86 d (6.9) | ||
| 25-Me | 14.5 | 0.86 t (7.0) | ||||
| βMeASP | ||||||
| 26 | 176.9b | 176.8b | 177.5b | |||
| 27 | 40.0 | 3.18 m | 40.5 | 3.04 dq (1.9, 6.8) | 39.7 | 3.18 m |
| 28 | 58.3 | 4.44 d (3.8) | 57.9 | 4.41 d (1.9) | 57.7 | 4.39 dd (2.6, 6.9) |
| 29 | 176.7b | 176.7b | 176.7b | |||
| 30 | 16.7 | 1.31 d (6.9) | 16.9 | 1.31 d (6.8) | 16.8 | 1.30 d (6.9) |
| NMeΔBUT | ||||||
| 31 | 165.6 | 165.8 | 165.7 | |||
| 32 | 137.3 | 137.1 | 137.2 | |||
| 33 | 137.8 | 6.99 q (7.2) | 138.1 | 7.00 q (7.1) | 138.1 | 7.00 q (7.1) |
| 34 | 13.4 | 1.77 d (7.1) | 13.5 | 1.77 d (7.1) | 13.4 | 1.77 d (7.1) |
| 35 | 35.2 | 3.10 s | 35.4 | 3.11 s | 35.2 | 3.11 s |
| GLU | ||||||
| 36 | 173.6 | 174.4 | 174.2 | |||
| 37a | 29.4 | 2.53 m | 29.6 | 2.47 m | 29.4 | 2.46 m |
| 37b | 2.05 m | 2.06 m | 2.05 m | |||
| 38a | 27.7 | 2.18 m | 28.0 | 2.17 m | 27.8 | 2.18 m |
| 38b | 2.05 m | 2.05 m | 2.05 m | |||
| 39 | 52.5 | 4.67 dd (4.1, 5.7) | 52.1 | 4.70 dd (3.4, 5.4) | 52.1 | 4.69 dd (3.8, 5.7) |
| 40 | n/d | n/d | n/d | |||
a
Measured at 600 MHz (1H) (also see Figures S5–S7) and 125 MHz (13C).
b
Interchangeable; n/d = not detected; Aba = 2-aminobutyric acid.