Table 1.
NMR spectral data for 1–3 in CDC13
| Position | compound 1 | compound 2 | compound 3 | |||
|---|---|---|---|---|---|---|
| δCa | δHb(J in Hz) | δCa | δHb(J in Hz) | δCa | δHb(J in Hz) | |
| 2 | 170.0 | 170.1 | 170.0 | |||
| 3 | 53.8 | 5.24 dd (8.0, 8.0) | 53.4 | 5.26 dd (7.5, 7.5) | 53.5 | 5.25 dd (7.5, 7.5) |
| 4 | 70.6 | 5.60 dq (8.0, 6.5) | 70.9 | 5.60 dq (7.5, 7.0) | 70.9 | 5.59 dq (7.5, 7.0) |
| 6 | 172.8 | 171.9 | 172.4 | |||
| 7 | 51.6 | 2.90 ddd (10.5, 10.5, 3.5) | 51.9 | 2.87 ddd (11.5, 10.5, 3.0) | 52.0 | 2.87 ddd (10.5, 10.5, 3.5) |
| 8 | 75.6 | 5.19 t (10.5) | 75.0 | 5.20 t (10.5) | 75.1 | 5.21 t (10.5) |
| 9 | 75.0 | 5.01 m | 74.7 | 5.01 m | 74.8 | 5.00 m |
| 4-Me | 15.0 | 1.16 d (6.5) | 14.7 | 1.15 d (7.0) | 14.7 | 1.14 br d (7.0) |
| 9-Me | 18.0 | 1.32 d (6.5) | 17.8 | 1.31 d (6.5) | 17.9 | 1.31 d (6.5) |
| 1′ | 112.5 | 112.6 | 112.5 | |||
| 2′ | 150.6 | 150.7 | 150.6 | |||
| 3′ | 127.7 | 127.4 | 127.4 | |||
| 4′ | 124.9 | 8.52 d (7.5) | 124.8 | 8.52 d (7.5) | 124.8 | 8.51 d (8.0) |
| 5′ | 119.0 | 6.89 t (7.5) | 118.8 | 6.89 t (7.5) | 119.0 | 6.88 t (7.5) |
| 6′ | 120.2 | 7.20 d (7.5) | 120.3 | 7.18 d (7.5) | 120.0 | 7.18 d (8.0) |
| 1′-CONH | 169.5 | 169.3 | 169.3 | |||
| 1′-CONH | 6.98 d (8.0) | 7.03 d (7.5) | 6.98 d (8.0) | |||
| 2′-OH | 12.59 br s | 12.62 br s | 12.60 br s | |||
| 3′-NHCHO | 7.87 br s | 7.94 s | 7.89 br s | |||
| 3′-NHCHO | 159.5 | 8.48 s | 159.1 | 8.47 s | 158.9 | 8.49 s |
| 1″ | 34.7 | 2.97 dd (13.5, 10.5) | 34.5 | 2.97 dd (13.5, 11.5) | 34.5 | 2.97 dd (13.0, 10.5) |
| 2.71 dd (13.5, 3.5) | 2.68 dd (13.5, 3.5) | 2.70 dd (13.5, 3.5) | ||||
| 2″ | 138.5 | 137.9 | 137.9 | |||
| 3″ | 128.8 | 7.12 d (8.0) | 128.7 | 7.11 d (8.0) | 128.7 | 7.11 d (8.0) |
| 4″ | 128.6 | 7.24 t (8.0) | 128.5 | 7.24 t (8.0) | 128.6 | 7.24 t (8.0) |
| 5″ | 126.6 | 7.18 t (8.0) | 126.6 | 7.17 t (8.0) | 126.6 | 7.18 t (8.0) |
| 6″ | 128.6 | 7.24 t (8.0) | 128.5 | 7.24 t (8.0) | 128.6 | 7.24 t (8.0) |
| 7″ | 128.8 | 7.12 d (8.0) | 128.7 | 7.11 d (8.0) | 128.7 | 7.11 d (8.0) |
| 1‴ | 170.2 | 175.7 | 175.3 | |||
| 2‴ | 20.9 | 2.04 s | 34.1 | 2.59 m | 41.3 | 2.43 m |
| 3‴ | 18.9 | 1.22 d (7.0) | 26.5 | 1.75 m | ||
| 1.53 m | ||||||
| 4‴ | 11.8 | 0.95 t (7.5) | ||||
| 5‴ | 16.7 | 1.20 d (7.5) | ||||
a
Assignment by 13C, HSQC, and HMBC NMR methods at 125 MHz.
b
Assignment by 1H, gHSQC, and gHMBC NMR methods at 500MHz.